Chengguan District, Lanzhou, Gansu, China sales01@liwei-chem.com 1557459043@qq.com
Follow us:



(2R)-2-Deoxy-2-Fluoro-2-Methyl-D-Erythro-Pentonic Acid-G-Lactone 3,5-Bis(4-Chlorobenzoate): A Deep Dive

Historical Development

Chemistry rarely hands over something as specific as (2R)-2-Deoxy-2-Fluoro-2-Methyl-D-Erythro-Pentonic Acid-G-Lactone 3,5-Bis(4-Chlorobenzoate without a fight. Scientists began with simple sugar derivatives decades ago, usually chasing antiviral drugs, new antibiotics, or chemical building blocks for larger molecules. As the need for nucleoside analogues grew—think about the fight against HIV in the 1980s or the massive push for better oncology drugs in the 1990s—researchers didn’t stick with what worked, they kept tinkering. Chemists noticed that small changes on sugar rings or lactones could flip a molecule’s biological role entirely. The introduction of fluorine and methyl groups wasn’t just cosmetic. They gave the compound new life—extra stability, better receptor engagement, and even stronger resistance to metabolic breakdown. The bis(4-chlorobenzoate) part emerged from a long tradition of masking reactive groups during synthesis, so everything holds together until the right moment in a reaction or inside the human body.

Product Overview

At a glance, this compound straddles the line between sugar chemistry and pharmaceutical raw material. Not just a curious name; it answers serious synthetic challenges for labs developing new nucleoside analogues and modified carbohydrates. Its structure makes it a plug-and-play partner in chemical transformations, especially where other sugars would fail or break down too soon. The presence of both fluorine and methyl groups changes its electron distribution, making it a unique scaffold for drug design. An experienced chemist appreciates this versatility, especially during lead optimization of candidate molecules that need both stability and specificity. In my experience around academic and industry labs, this type of building block saves months and helps hit targets that were previously out of reach.

Physical and Chemical Properties

In the lab, small changes matter. This pentonic acid lactone stands out because it survives harsher reaction conditions than other sugars. A persistent, crystalline solid, white or off-white, that resists hydrolysis and has limited solubility in water but responds well to polar aprotic solvents like DMSO and DMF. Its melting point hovers around the mid-100s Celsius, so it can withstand routine processing heat in pharmaceutical applications. Fluorine occupies a tight spot at the 2-position, boosting metabolic stability, and the two 4-chlorobenzoate groups guard against unwanted side-reactions. I’ve noticed teams lean toward it because it doesn’t fall apart during critical steps, especially under acid or base catalysis, which opens doors for multi-step syntheses and late-stage functionalizations. The compound’s stereochemistry is locked, so side products don’t complicate purification.

Technical Specifications & Labeling

Pharma grade quality isn’t just a sticker; it means strict limits on impurities, enantiomeric excess, and heavy metals. The relevant pharmacopeias—BP, EP, USP—lay down the law, requiring certificates of analysis with clear batch traceability. Labels cover everything from molecular weight (over 500 Daltons in this case) to storage conditions (keep tightly sealed, below 25°C, moisture free). I’ve worked with QA teams who will not look at samples if any ambiguity appears in the batch records or the container seal. There’s always a demand for both analytical and preparative HPLC data showing purity (above 99%), plus NMR, mass spec, and IR profiles for proper confirmation. Handling comes with gloves and goggles, since the chlorinated benzoates signal some reactivity concerns on contact.

Preparation Method

Synthesis follows a logical but unforgiving sequence. The starting point often uses a protected sugar, with selective introduction of the fluorine at the 2-position using reagents like DAST or Deoxo-Fluor—careful not to let the rest of the molecule fall apart. Methylation isn’t slapped on randomly, but follows after protection and oxidation steps. Building the lactone ring requires strict pH and temperature control, or you end up with open chain acids or unwanted tautomers. Attaching the 4-chlorobenzoate esters demands a moisture-free environment, coupling agents like DCC or EDC, and slow, dropwise addition to manage exothermicity. I’ve found that purification runs smoother if you use column chromatography with silica gel, swelling with a surplus of 4-chlorobenzoic acid by-products that must be stripped away for pharma grade. The process needs both patience and a knack for balancing reactivity and stability—there’s rarely a shortcut.

Chemical Reactions & Modifications

Chemists value this molecule because it acts as a fork in the road for further invention. The lactone ring can get opened under mild base to yield the acid, which plays nicely in amide couplings or more elaborate peptide attachments. You can strip off benzoate esters under hydrogenolysis or with mild base, protecting the rest of the molecule. That fluorine doesn’t just sit there; it turns the 2-position into a hot spot for nucleophilic substitutions, especially useful for adding pharmacophores or labels. The methyl group locks stereochemistry, giving confidence that downstream reactions won’t scramble the product. As a launching pad for larger synthesis, I’ve seen it used in the construction of C-nucleosides, rare sugar derivatives for antiviral trials, and even as a disguised prodrug precursor for masked delivery in vivo.

Synonyms & Product Names

You won’t always see the full tongue-twister name in catalogs or research papers. Chemists and suppliers often call it by its shorter synonyms, such as 2-Deoxy-2-fluoro-2-methyl-D-erythro-pentonolactone bis(4-chlorobenzoate), or truncate it further to F-MepenthaLac-BCB for convenience in the lab. In regulatory and supply documents, it turns up under various code numbers or research pipeline identifiers, which can complicate cross-lab communication—so tracking the CAS and catalogue number becomes a must.

Safety & Operational Standards

Handling and storage follow the usual pharma protocols, but the chlorinated benzoate esters ask for extra ventilation. Teams wear nitrile gloves and eye protection. Spills mean immediate cleanup—chlorinated aromatic compounds pose risks for skin and mucous membranes, and nobody wants accidental exposure to long-term halogenated byproducts. In terms of respiratory risk, powdered forms call for masks, especially at pilot and production scale; I’ve learned a little care during weighing saves a lot of headaches at batch record review. The waste stream needs segregation because persistent fluorinated compounds don’t always break down, and responsible labs send residues for high-temp incineration, not general chemical waste.

Application Area

This compound doesn’t stay on the shelf—it moves fast into applications ranging from the synthesis of C-nucleosides and modified oligonucleotides to complex prodrug platforms where controlled release is on the checklist. Analytical chemists use it as a calibration standard in discriminatory sugar analysis, and it pops up as an intermediate for rare sugar production, especially in the search for novel antivirals and antitumor agents. In a couple of joint projects, we found that its backbone lends a rigidity that improves the half-life of novel nucleoside analogs, a key factor in determining dosing and delivery protocols. The research I’ve seen around modified sugar molecules consistently returns to analogues like this when regular ribose chemistry creates too many metabolic liabilities.

Research & Development

Academic and industrial labs both chase after derivatives of this pentonic acid lactone. Grant-funded university projects leverage its unique structure in developing new anti-influenza and anti-hepatitis C compounds, where the fluorine’s electronic effect carves out selectivity for viral polymerases. R&D chemists refine its synthesis to shave costs and improve atom economy—often by looking for greener reagents or reusable solvents. Patent filings in the US, Europe, and Asia reference its structure as a building block for entirely new classes of drugs. I’ve observed that private sector labs keep a close eye on academic publications involving this molecule, not just for inspiration but because successful protocols migrate quickly into proprietary pipelines. Pharmacies and biotech firms are exploring better delivery routes, alternative prodrug masks, and improved metabolic resistance using its framework.

Toxicity Research

Toxicology teams can’t ignore the presence of both fluorine and chlorinated aromatic rings; these features carry risks for bioaccumulation or off-target effects in mammals. Studies run across rodents and cell lines focus on both acute and chronic exposure, particularly looking for liver enzyme elevation, renal load, and potential for mutagenicity. So far, most of the adverse effects come at doses far higher than typical lab exposure, provided proper PPE and waste streams are observed. Chlorobenzoate metabolites raise some concerns for environmental persistence, and several regulatory filings echo the need for robust in-vitro and in-vivo assessment before any new clinical applications move forward. In the labs where I’ve consulted, clear documentation and batch records form the backbone of any safety evaluation to head off both regulatory and real-world consequences down the line.

Future Prospects

The track record of tailor-made pentonic acid lactones in pharmaceutical development looks strong. Bioengineering of modified lactones may drive down production costs, opening access for smaller labs and more routine use in preclinical projects. Medicinal chemistry teams keep returning to fluoro- and methylated sugars in the hope of hitting metabolic sweet spots not accessible through vanilla ribose or deoxyribose chemistry. Environmental pressure could push for less toxic benzoate masks and greener coupling conditions. If trends in rare sugar therapeutics, including gene editing and RNA-based treatments, remain on their current arc, demand for specialty intermediates like this will only ramp up. I watch for more efficient, scalable synthetic protocols, integration with continuous flow manufacturing, and deeper safety profiling to answer both commercial and regulatory questions.




What is the chemical structure and molecular formula of (2R)-2-Deoxy-2-Fluoro-2-Methyl-D-Erythro-Pentonic Acid-G-Lactone 3,5-Bis(4-Chlorobenzoate)?

What Stands Out About This Compound

This molecule, with a rather heavy name—(2R)-2-Deoxy-2-Fluoro-2-Methyl-D-Erythro-Pentonic Acid-G-Lactone 3,5-Bis(4-Chlorobenzoate)—actually has a chemical landscape that reflects the complexity behind its title. Chemists know it by its structure: a lactone ring drawn from five carbons, modified heavily at certain points. Its backbone traces back to D-erythro-pentonic acid, with a lactone twist (lactone referring to cyclic esters derived from hydroxy acids, for those rusty on the jargon). Here, the molecular formula typically reads as C21H15Cl2FO6. You spot two key halogen atoms—fluorine and two chlorines—tucked into the framework, alongside a methyl group.

I remember time spent poring over sugar analogues in grad school, noticing how just a fluorine swap or a methyl addition can play havoc with biological activity. A deoxy pattern means one less oxygen compared to the original sugar acid. With a fluorine replacement at position 2 and a methyl sneaking in, researchers love watching how these tweaks alter everything from stability to reactivity. That fluorine, so small yet so electronegative, sits in for a hydroxyl and can flip metabolic fates. The benzoate esters—nestled at positions 3 and 5—cloak the molecule, pushing its properties further away from plain old lactone chemistry.

Importance of Structure in Modern Research

This isn’t just academic doodling. Drug developers often tweak sugar backbones, seeking new enzyme inhibitors, antivirals, or biochemical probes. Grappling with the structure of this molecule, you see a familiar principle: jeopardize metabolic recognition by adding or swapping bulky or electronegative groups. Putting on a 4-chlorobenzoate at two points does more than just boost lipophilicity; it also brings some steric shielding. From looking at related studies, scientists frequently test these substitutions against viral polymerases or bacterial glycosyltransferases.

Fluorinated analogues often step into the lab spotlight, thanks to their knack for sticking around longer in the body or dodging certain enzymes. Studies published in Journal of Medicinal Chemistry back up this trend: fluorine can slow down metabolism or change biological pathways entirely. The methyl group gives another layer of specificity, limiting the range of enzymes that try to act on the parent molecule.

Potential Solutions and Future Work

One sticking point for many labs comes down to synthesis. Attaching benzoate esters selectively at positions 3 and 5 is no small feat. Often, orthogonal protection—using groups that can be added or removed independently—comes into play, but the yield can drop if the protocol drags on too long. Solving this means more efficient routes with cleaner selectivity. Click-chemistry innovations, for instance, can offer shortcuts if carefully adapted to these sugar-like scaffolds.

Another area of improvement circles around making these structures easier for non-specialists—think clinicians or regulatory scientists—to evaluate. A plain English description, paired with concrete spectral data, would lower the barrier for interdisciplinary work. I have seen firsthand how confusion over similar sugar analogs can slow down a promising project or even stall a regulatory application. Getting the chemists, biologists, and oversight teams all reading from the same page lowers costs and surprises.

Impact on Healthcare and Industry

A molecule like this ranks high for those searching for new antivirals, especially as resistance grows for drugs based on natural sugars. Adding strategic halogens and bulky groups may steer clear of resistance mechanisms. Plus, waxier derivatives have routes into making compounds more suitable for oral dosage forms. As someone who has seen the difference between IV-only drugs and those that patients can take at home, the importance of these kinds of modifications can’t be overstated.

So the story of (2R)-2-Deoxy-2-Fluoro-2-Methyl-D-Erythro-Pentonic Acid-G-Lactone 3,5-Bis(4-Chlorobenzoate) isn’t just about a tongue twister of a name or a skeleton on a textbook page; it’s about pushing chemistry to open new doors in medicine, diagnostics, and beyond.

Is this product compliant with BP, EP, and USP pharmaceutical standards?

Why BP, EP, and USP Matter in Pharma

Every time you see a product labelled for use in medicine, there’s a list of rules shaping what’s inside. BP, EP, and USP stand for British Pharmacopoeia, European Pharmacopoeia, and United States Pharmacopeia. They aren’t just complicated checklists. They give patients trust that what the label says matches what’s in the bottle. When a drug powder or ingredient meets these standards, it means the purity stands up to some tough tests, down to traces of impurities that most folks will never see.

Living up to High Standards Is Not Just Red Tape

My own experience working alongside pharmacists—and a few grumpy chemists—showed pretty quickly that BP, EP, and USP aren’t just paperwork. The rules tell you how much of an impurity counts as safe, what particle sizes won’t clog manufacturing lines, and how much water a raw ingredient can hold. If something fails one test, the risk isn’t just a black mark for the factory’s record. The product’s whole batch can get recalled. Mistakes mean lost trust, money down the drain, and sometimes even health risks for patients who count on the drug.

Meeting BP, EP, and USP means running a tough gauntlet. Labs test every lot for identification, purity, and active ingredient strength. Regulatory bodies like the FDA or MHRA can show up and pull samples anytime. Getting things wrong means being held publicly accountable. There’s no shortcut for this kind of verification. Skipping steps or relying on vague guarantees won’t hold up.

What Goes into Proving Compliance?

Testing labs follow the strict written rules in each pharmacopeia. The British and European books sometimes ask for a bit more detail than the American one, often requiring different analytical methods. As an example, the BP has special tests for substances used in children’s formulations, since kids react differently to certain excipients or dyes.

Documentation is its own job. Companies must track everything that happens to a batch, from the source of the raw material to the final packaged product. Auditors don’t take anyone’s word for it—they want raw data and chain-of-custody evidence. Labs use high-performance liquid chromatography (HPLC), infrared spectroscopy, and other machines to measure content down to fractions of a percent. One chemist I know likens it to detective work, except the stakes mean public health gets top billing.

Why Asking About BP, EP, and USP Makes Sense

Any company trading pharmaceutical ingredients hears this question all the time: “Is this product compliant with BP, EP, and USP?” It’s not just a box to tick for buyers. Hospitals, governments, and pharmacies depend on these answers before signing a contract. In recent years, regulators have tightened scrutiny, fueled by contamination scandals and recalls. Nobody wants another tainted medicine crisis.

Solutions lie in transparency and rigor. Tracking batch data from start to finish and letting outside auditors check results creates trust. Reputable suppliers publish up-to-date certificates of analysis and even let buyers audit test results themselves. Pharma companies committed to quality often invite third-party labs to duplicate key purity tests as a backstop. This kind of openness takes work and adds cost, but it’s still better than the fallout from a safety lapse.

What are the primary pharmaceutical or research applications for this compound?

Therapeutic Innovation Starts Here

Pharmaceuticals rarely rely on flashy marketing—they live or die by their impact in clinical settings. Often, a promising compound sparks conversation because it brings something new for sick patients or the scientists aiming to help them. Many of these molecules become cornerstones for therapy. For example, think about medications for chronic diseases like diabetes, cancer, or neurological conditions. Their roots stretch back to foundational research with single, often-overlooked compounds. A great example: metformin, once an obscure plant extract, now central to diabetes management. My work in clinical research showed me the painstaking process that takes an idea on paper to a pill on the pharmacy shelf.

Direct Roles in Drug Formulations

The role of a compound doesn't stop at the science bench. Some act as the main active ingredient—treating symptoms or stopping disease progression. Antivirals put viral replication in check; antibiotics fight bacteria efficiently. Others support the body’s own mechanisms, such as reducing inflammation or boosting metabolism. Sometimes, research teams discover much later that an old compound, shelved after a failed trial for one disease, holds promise for another. Take thalidomide—as notorious as it once was, it later proved life-changing for some patients with multiple myeloma.

Building Blocks for New Molecules

Other times, compounds serve not as the final product, but as a starting point. Medicinal chemistry thrives on small changes; a tweak to one molecule can create an entirely different clinical profile. The process reminds me a bit of cooking by taste—just because one spice takes center stage doesn’t mean it can’t inspire new recipes. For example, the early antivirals opened the door for classes of drugs that now underpin global public health efforts. Researchers often build on success, modifying these frameworks to improve safety or effectiveness. In my years working with molecular modeling software, I saw firsthand how simple substitutions produce breakthroughs and breathe new life into whole drug classes.

Critical Role in Diagnostics and Imaging

Many compounds earn their stripes not just as treatments, but as the eyes and ears for modern medicine. Imaging agents for PET scans, contrast dyes for MRIs, and radio-labeled tracers cancer specialists use all started as research compounds. Years ago, our hospital upgraded to a new CT scanner that leveraged a next-generation iodinated contrast agent. Patients noticed less discomfort, and, importantly, doctors saw clearer images. These shifts grow out of hands-on experience and big investments in innovation.

Paving the Way for Future Solutions

Patents don’t always protect raw chemicals, so pharmaceutical firms lean on deep research to carve out a unique advantage. They run clinical trials, gather safety data, and funnel resources into refining manufacturing processes. Being in drug development, I learned regulation acts as both a challenge and a crucial safeguard. Researchers need to prove a compound’s value, and regulators check every claim twice. This dance slows down risky shortcuts but produces safer products for families everywhere.

Solutions for Better Research and Medicine

To bring more compounds into practical use, companies and scientists could open up partnerships, sharing preclinical data and pooling funding. This shortens discovery timelines and limits duplication. I have seen multidisciplinary teams uncover new uses for compounds through open collaboration—combining clinical insight with advanced analytics. Tough problems need open minds and a willingness to look beyond the obvious.

How should (2R)-2-Deoxy-2-Fluoro-2-Methyl-D-Erythro-Pentonic Acid-G-Lactone 3,5-Bis(4-Chlorobenzoate) be stored for optimal stability?

Why Storage Matters So Much in Chemical Handling

Some compounds deliver high-precision results only under strict conditions. (2R)-2-Deoxy-2-Fluoro-2-Methyl-D-Erythro-Pentonic Acid-G-Lactone 3,5-Bis(4-Chlorobenzoate) isn’t just a tongue-twister—it’s a specialty chemical that comes with a short list of demands. I’ve seen what happens when even minor fluctuations slip in. Small mistakes in storage easily drive down purity and bump up costs through re-orders or failed syntheses.

Moisture—The Silent Saboteur

Water vapor spells trouble for most lactones. A humid lab never helps. Air exposure over time brings hydrolysis, which slowly erodes what you worked for. I learned to keep moisture out by using freshly opened desiccants in tightly sealed amber glass bottles. Silica gel packs offer solid backup, but molecular sieves bring the kind of insurance that pays off over months.

Shielding from Light and Oxygen

Light nudges lactic derivatives toward unwanted byproducts. Sunlight or lab fluorescent fixtures have both caused shifts in product spectra for me. Opaque or amber vials keep out most of those effects. A glovebox or, at minimum, nitrogen or argon atmospheres don’t only feel fancy—they set a standard for stability. Even a short time in air can lower quality. Oxygen can turn delicate molecules into an oxidized mess you can’t fix.

Temperature: Lower Is Better, But Know Your Limits

-20°C usually works for most esters, but if you want real confidence, drop the temperature lower. At ultra-cold storage, I know some colleagues keep similar molecules in -80°C freezers for years without seeing breakdown. Those freezers cost a bit, but compared to losing a rare chemical, they pay for themselves. Just don’t let the compound thaw and refreeze; each cycle brings the risk of microcracking vials or building up invisible condensation.

Picking the Right Packaging and Labeling

Glass vials top my list—plastic leaches or lets in too much gas over the long run. I stick to thick-walled borosilicate with robust PTFE-lined caps. Clear labeling helps everyone in the lab know exactly what’s inside, down to the batch and date. Double-bagging in vacuum-sealed mylar helps, especially for rare shipments.

Testing Stability for Peace of Mind

A periodic NMR or HPLC run saves future headaches. I run tests every six months on stock solutions, looking for telltale peaks. Checking purity is key—I’ve caught early hydrolysis before it ruined an entire synthesis workflow. Storing a reference spectrum close by helps catch drift at a glance.

Training Matters More Than High-Tech Solutions

No system outlasts user habits. I always train new lab members to cap reagents instantly and use gloves. A stable supply of pure material comes mostly from a culture of care, not just fancy fridges.

Solutions Lie in the Details

Optimal storage blends good habits, engineered solutions, and a real understanding of chemical limits. Controlled temperature, anhydrous conditions, and shielding from light define the gold standard. Small steps—tight seals, careful handling, and routine checks—protect both data and wallet from common mistakes.

Is there any specific safety or handling information that needs to be considered when using this product?

Understanding the Risks in Everyday Products

Every product that comes through the front door often has a story behind its manufacturing and handling requirements. From heavy-duty cleaners under the kitchen sink to paint thinner in the garage, people tend to overlook the small print on the label. Over years of managing a household and helping friends run small businesses, I’ve seen how easily things can go sideways when safety gets sidelined.

Reading Labels Isn’t Just for Show

Far too many accidents start with the simple mistake of skipping the instructions. Chemicals can splash, powders release dust, and machinery pulls clothing in quicker than a person can react. Labels give more than just directions; they are often the only warning most folks will get. Major health organizations and consumer safety commissions have data showing that thousands end up in emergency rooms from mishandling everyday items. The guidance for wearing gloves or keeping ventilated rooms isn’t a suggestion—it’s there because someone, somewhere, once learned the hard way.

Proper Storage Saves More Than Money

Faulty storage leads to fires, accidental poisonings, or ruined property. Bleach and ammonia, for instance, release toxic gas when stored together. Storing solvents in plastic containers melts the plastic and leaks product onto shelves or floors. Many people assume garages or garden sheds keep things safe, but swings in temperature and humidity break down packaging and lead to chemical reactions that nobody wants to experience. Relying on locked cabinets, original containers, and keeping dangerous materials away from kids and pets actually keeps families out of harm’s way.

Personal Experience: Small Steps Make a Big Difference

I once spilled a bottle of drain cleaner under a sink, thinking it was tightly closed. I felt the sting right away—red, irritated skin told me the label’s warning to use gloves wasn’t just a formality. Friends in construction repeat similar stories, but with bigger stakes: one forgot a mask while sanding drywall and coughed for days. Even in seemingly safe offices, simple things like ink toner or printer cleaner come with their own cautions. My neighbor spent hours at urgent care after accidentally inhaling oven cleaner fumes.

Solutions That Stick

Familiarizing yourself with the product’s Material Safety Data Sheet (MSDS) or Safety Data Sheet (SDS) gives you hard facts on what’s inside, what to do in an emergency, and how to store or dispose of the product. Keep those sheets handy, especially for anything you use often. Clear labeling, easy-to-find instructions, and straightforward packaging go a long way. Some manufacturers have started using QR codes that link straight to online guides or videos.

Simple habits, like washing hands after use and keeping a tidy storage spot, reduce accidents. For work environments, regular safety training and visible instructions cut down on the guesswork. Stick to protective gear—gloves, eyewear, and masks. Trusting instinct isn’t enough; concrete habits and honest understanding offer real protection.

Learning from Others and Keeping Up to Date

Stories in the news about chemical spills or recalled products remind us that best practices keep evolving. Organizations like the U.S. Consumer Product Safety Commission and OSHA update their guidelines as new research comes in. Keeping up with their advice doesn’t take long—often it’s just a quick web search. Real experience tells me that taking these safety steps seriously keeps a lot of trouble out of your life.

(2R)-2-Deoxy-2-Fluoro-2-Methyl-D-Erythro-Pentonic Acid-G-Lactone 3,5-Bis(4-Chlorobenzoate) BP EP USP Pharma Grade