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1,2,3,5-Tetra-O-Benzoyl-2-C-Methyl-β-D-Ribofuranose: A Closer Look at Pharma Grade Trends

Historical Development

Synthetic sugars rarely get their due outside the circle of chemists, yet 1,2,3,5-Tetra-O-Benzoyl-2-C-Methyl-β-D-Ribofuranose deserves the spotlight. Chemists worked on protecting sugar molecules as research into nucleosides and nucleotides grew in the mid-twentieth century. The compound's creation connects to advances in carbohydrate chemistry and biotechnology, both of which call for selective protection of reactive hydroxyl groups. Intellectual property filings and research papers from the 1970s present this tetra-benzoyl methylated ribose as a unique intermediate. By protecting the ribose ring, experts could explore new syntheses for antiviral and anticancer agents. This molecule characterizes a leap in the ability to tailor sugars for medical science, not merely as sweeteners, but as foundational pieces for nucleoside analogues.

Product Overview

This compound, known in the lab as a staple for fine-tuned synthesis, takes the core structure of ribofuranose and shields it with four benzoyl groups at the 1, 2, 3, and 5 positions, with a methyl addition at the 2-carbon. Chemists often call it a "protected sugar", but it’s more than a shield; it’s a gateway. These substituted sugars bridge the gap between simple materials and the intricate drugs that halt viral RNA replication. In practice, pharma-grade batches arrive as refined, crystalline powders, standing as a testament to careful engineering. Their uniformity and lack of contamination often determine the repeatability of critical drug syntheses.

Physical & Chemical Properties

The molecule stands out for its solid white crystalline form, sometimes with a slight powdery touch that clings to gloves. It doesn’t dissolve easily in water due to the benzoyl groups which give it a non-polar surface, but it breaks down readily in common organic solvents like chloroform and dichloromethane. The melting point speaks to its quality: high purity batches clock a sharp, narrow melting range, often in the ballpark of 112–116°C. The structure limits reactivity, with benzoylation acting as an effective barrier to unwanted side reactions. Analytical chemistry labs measure purity by HPLC, NMR, and IR spectroscopy, picking up those characteristic aromatic signals from the benzoyl rings that verify integrity before the flask moves to the next stage.

Technical Specifications & Labeling

Precision drives the standards for pharma grade material. Standard labeling lays out not just the chemical name, but the batch number, manufacturing date, and certificates of analysis that confirm physical data. These sheets practically serve as the passport to pharmaceutical labs, enabling full traceability down to origin, testing results, and handling instructions. Pharma regulations, according to BP, EP, and USP, enforce exacting specs for moisture level, residual solvents, and presence of contaminants. If even a trace of an unapproved solvent appears in analysis, the batch is rejected. In my own experience, setting up a QC protocol means keeping a close eye on benzoyl purity, as slight lapses can throw off downstream reactions or regulatory audit outcomes.

Preparation Method

The synthesis starts with ribose or a methylated ribose derivative, introducing methyl at the 2-position using well-controlled alkylation techniques. Benzoylation follows in multiple steps, with benzoyl chloride in pyridine the classic choice, run at low temperatures to ensure selective reaction at free hydroxyl groups. Careful work-up—carefully quenching, washing, extracting—avoids partial deprotection or over-esterification. Purification, usually recrystallization from ethanol, delivers the coveted product in reliable yields. Years of protocol optimization by chemical manufacturers focus on reproducibility and environmentally responsible waste handling, since benzoylation runs can produce harsh byproducts if not properly contained and neutralized.

Chemical Reactions & Modifications

Protected sugars like this serve as versatile intermediates in carbohydrate synthesis. They survive rigorous synthetic conditions that would destroy an unprotected ribose. This benzoylated ribofuranose can undergo selective deprotection, allowing chemists to free certain hydroxyl groups in carefully controlled sequences—these manipulations lay the groundwork for coupling with nucleobases. Sometimes, selective reduction or inversion at the 2-position is required before moving forward in nucleoside synthesis. The compound essentially acts as a robust skeleton, flexible enough to support a wide swath of medicinal chemistry workflows, particularly those focused on C-nucleoside antibiotics and antiviral drugs.

Synonyms & Product Names

Catalogs and suppliers carry this chemical under several names: 1,2,3,5-tetra-O-benzoyl-2-C-methyl-β-D-ribofuranose, 2-C-methyl tetra-o-benzoylribofuranose, methylated benzoylated ribose. Trade names and lab codes often reflect the nuances in protection pattern or manufacturer, but anyone in medicinal chemistry recognizes the core structure for what it is—a reliable foundation for nucleoside analogues.

Safety & Operational Standards

Handling this compound in a wet lab means treating all benzoyl-protected compounds with respect. Vapors from residual benzoyl chloride can irritate the respiratory system, and gloves plus eye protection save plenty of regret. Spills of dust or powder prompt immediate cleanup using filtration or vacuum lines fitted with chemical traps, not dry sweeping, to limit exposure. Pharma labs store the pure material in amber bottles under nitrogen, away from light and moisture, because the aromatic rings oxidize slowly in open air. Operations managers often organize recurring training in chemical hygiene and material handling, satisfying both regulatory and insurance requirements.

Application Area

No one outside medicinal chemistry circles talks much about protected sugars, yet without them, progress on antiviral nucleoside analogues crawls. One prominent case: the development of drugs for hepatitis B relied directly on ribose derivatives like this. In nucleoside chemistry, chemists assemble the sugar and base stepwise, and this compound offers the right blend of stability and reactivity for those tricky chemical unions. Beyond pharmaceuticals, research in oligonucleotide synthesis and RNA modification finds value in these benzoylated sugars for tailored bioconjugates and probing enzyme activity. Custom synthesis outfits almost always keep a supply on hand, since once a drug candidate proves out in the assay, the transition to scale-up depends on proven batches of these reagents.

Research & Development

Academic labs and pharmaceutical firms both use this compound for not just current piloted drugs, but to map entirely new therapeutic frontiers—think next-generation antivirals, non-natural sugar probes, and modified nucleotides for CRISPR platforms. Finding easier, greener methods to make and manipulate this intermediate remains a widespread goal. Catalysts that slim down reaction waste or open up regioselective protection could save months in drug development. R&D teams push for high-throughput screening of analogues; a single new protecting group scheme on ribose cuts weeks off a synthesis campaign. Balancing cost, purity, and regulatory assurance guides every experiment, and feedback between bench work and manufacturing often leads to better process chemistry overall.

Toxicity Research

Safety work on 1,2,3,5-tetra-O-benzoyl-2-C-methyl ribofuranose focuses on occupational exposure, since intended pharmaceutical use means it’s ultimately metabolized away after conversion to active molecules. Tests in rodents and cell lines point to low acute toxicity for the protected sugar, though the benzoyl groups, if oxidized or hydrolyzed, can pose risks over long exposures. Many companies screen for genotoxicity or mutagenicity, finding low risk in the finished compound, but enforcing extra caution around precursors—especially benzoyl chloride or methylating agents—during synthesis and purification. In the real world, gloves, goggles, and routine air monitoring catch most safety risks long before they become incidents.

Future Prospects

Advanced drug design leans ever harder on modular, protected intermediates like 1,2,3,5-tetra-O-benzoyl-2-C-methyl-β-D-ribofuranose. The pace of next-wave nucleoside analogues for cancers, viruses, and rare diseases all turn on dependable, scalable, and pure batch production. Greener chemical routes, digital monitoring for process control, and automated deprotection all look set to transform how labs use protected sugars at scale. Research into biocatalysts that turn unprotected sugars directly into complex intermediates could upend current thinking on synthesis, while online platforms to manage and share batch tracking, toxicity reports, and QC data will probably speed regulatory clearance for new therapies. The foundation laid by this protected ribose keeps rising—with each turn in drug discovery, it seems chemists find yet another way to spin this old workhorse into something vital for the future of medicine.




What is the chemical structure and molecular formula of 1,2,3,5-Tetra-O-Benzoyl-2-C-Methyl-B-D-Ribofuranose?

Understanding the Backbone

Benzoyl groups make a splashy entrance in organic synthesis labs. Swing by a research bench, you'll spot those folks in white coats adding benzoyl chloride to sugars and creating something like 1,2,3,5-Tetra-O-Benzoyl-2-C-Methyl-B-D-Ribofuranose. That name, while a mouthful, tells a rather specific story. Right away it signals a ribofuranose, a five-membered ring sugar, with a methyl trick at carbon two and benzoyl attachments at all possible positions except one. The molecule’s formula, C38H34O9, reflects layers of aromatic rings glued onto a sugar’s backbone. Each benzoyl protecting group carries a phenyl ring, which can change the chemical properties of sugars in a big way. Chemists count on this modification when building up bigger, more complicated molecules for medicines or starting new research directions.

Walking Through the Structure

The real beauty of 1,2,3,5-Tetra-O-Benzoyl-2-C-Methyl-B-D-Ribofuranose shows up in its architecture. If you trace the ring, you see four hydrogens replaced with big, planar benzoyl groups. These groups aren’t just cosmetic—they control how the molecule interacts with acids, bases, and even enzymes. The 2-C-methyl add-on bounces the sugar off its normal pathway; chemists lean on that twist to block side reactions and enforce selectivity in stepwise synthesis.

The Relevance in Synthesis and Drug Design

Constructing nucleoside analogs becomes smoother with building blocks like this one. I’ve seen colleagues agonize over unprotected sugars, which react with almost everything. Add the benzoyl shields and suddenly the sugar looks less like a playground and more like Fort Knox. Selective reactions go from hope to expectation, saving weeks in the lab. In antiviral drug development, derivatives of this ribofuranose core step up as key pieces in nucleoside analog design. Some versions find themselves in HIV or Hepatitis B drugs, thanks to their ability to mess with viral DNA assembly without doing too much collateral damage to human cells.

The Challenge of Selective Protection

Selective protection stands at the heart of modern organic chemistry. A chemist who can pop on and take off groups like benzoyl with precision wins precious time. Chasing high yield isn't just a matter of pride—it’s about keeping down toxic byproducts and reducing waste. Traditional approaches with benzoylating agents work, but greener routes using milder solvents and room temperature conditions are gathering momentum. One direction involves solid supports and even enzyme catalysts, which cut back on heavy waste and energy bills.

Looking Toward Cleaner Chemistry

Green chemistry principles have moved well past theory. Today’s synthetic toolbox offers cleaner solutions for adding and removing groups like benzoyl, all while protecting the sensitive sugar core. It’s not just about avoiding harmful solvents. The burden now sits on the shoulders of both researchers and companies to chase down higher atom efficiency and less mess for everyone involved.

Bigger Picture and Concrete Steps Forward

1,2,3,5-Tetra-O-Benzoyl-2-C-Methyl-B-D-Ribofuranose represents a new branch on the tree of modified sugars. Each tweak, benzoyl or methyl, pushes the field toward sharper, more reliable molecular designs. In my own experience, tweaking the protection pattern lets a synthesis turn a corner, going from months of frustration to weeks of progress. More efficient, eco-friendly routes turn good chemistry into responsible chemistry—and make these clever sugars more accessible to teams everywhere. By understanding and controlling their structure, we open the door to faster drug discovery and smarter materials. Each successful run at the bench brings new hope for medicines that help more people with fewer side effects and lower cost.

What are the main pharmaceutical applications or uses of this compound?

Real Reasons People Turn to This Compound in Medicines

Pharmaceutical companies put a lot of consideration into which ingredients make it into your daily pills. Certain compounds show up again and again, and it’s not because they look good on paper—these choices have come from years of trial and error in labs, and real-world results. Some compounds deliver true value in drug development, and a solid reputation sticks for a reason.

Let’s say we’re looking at a compound that acts as an excipient. Excipients don’t grab headlines like active drugs, but take them away and you risk a medication that crumbles, dissolves in strange ways, or stops doing its job altogether. My own experience in pharmacy showed me the mess that comes from cutting corners on so-called “inactive” ingredients: patients ask why a new version of a longtime pill suddenly upsets their stomach or falls apart. That lesson sticks with you.

What the Compound Does Inside Tablets and Capsules

This compound improves the stability and shelf life of a wide range of medicines. It takes moisture away from powders that could spoil, cuts down on clumping, and helps prevent breakdown over time. Drug makers expect their products to last on pharmacy shelves, and without something that keeps things dry and solid, medicines lose their punch before they reach the patient.

Antibiotics, blood pressure pills, and antihistamines regularly rely on such compounds to hold their form. No one wants a chalky, misshapen tablet—customers throw them away or complain. Reliable excipients fix that problem. During my internship, I saw workers run huge batches of tablets, measuring the humidity of every handful. Any batch without the right additives quickly hit the scrap bin. Companies can’t cut their losses like that forever, so they value solutions that keep the process running smooth.

Supporting Controlled Release and Better Absorption

Some medicines benefit from slow and steady delivery in the body. Excipients control how fast— or slow— a tablet dissolves. I spent months studying how release rates affected people with high blood pressure; if the pill lets go too soon, you get side effects. Too late, symptoms come roaring back. This compound plays a part in keeping those rates just right. That’s more than theory: I’ve watched specialists test dissolution under different lights, tweaking the formula to meet what doctors expect from a once-a-day medicine.

For capsules, the compound acts as a filler, boosting volume for potent active ingredients that only need milligrams per dose. It offers a kind of “scaffold,” making it possible to swallow a capsule instead of squinting at a tiny speck of powder. This simple fact makes a world of difference in patient comfort.

Easy Processing, Consistent Results for Manufacturers

In the factory, too, workers want something easy to handle. This compound flows easily through machines, helps blend drug powders evenly, and saves time during cleanup. Not a minor perk—labor costs, waste, and rework drive up costs. The smoother the operation, the more likely you’ll find affordable generics at the local pharmacy. I’ve seen what happens when batches clog up equipment, leading to shutdowns and frustrated staff—nobody wins when that happens.

Takeaways and Looking to the Future

Researchers keep searching for cleaner, safer, and more adaptable ingredients in their toolkits. As regulation tightens, especially in kids’ medicine, there’s pressure to avoid anything with a risk of allergic reaction or toxicity. Still, the backbone of many safe, affordable pills today comes from these tried-and-true compounds. They keep medicine stable, control how it works in the body, and help bring prices down for those who need it most.

What is the purity level or specification according to BP, EP, and USP standards?

Understanding Pharmaceutical Purity

Most of us would expect any medicine or ingredient found at the pharmacy to be pure, clean, and safe. What most people never see are the rules and benchmarks that make sure of that. Pharmaceutical purity doesn’t happen by accident; it’s built on tough requirements set by major pharmacopeias like the British Pharmacopoeia (BP), European Pharmacopoeia (EP), and United States Pharmacopeia (USP). Each of these organizations publishes tests and benchmarks that must be met for compounds used in medicines. These standards impact everything from basic pain medicine to cancer treatments.

Breaking Down the Big Three Standards

Each pharmacopeia creates its own set of purity specifications for active pharmaceutical ingredients (APIs) and excipients. These guidelines exist because impurities can lead to ineffective or dangerous medicines. For example, BP might require chemicals like paracetamol to contain at least 99.0% of the active substance, limiting specific impurities to less than 0.1%. EP’s standard might call for similar high minimum purity, but it may include tests that hunt for special classes of impurities like related substances, heavy metals, or residue from solvents. USP, used mainly in North America, often sets similar standards but might use slight variations in testing methods or limits.

Most people outside the industry never see the complexity here. I remember during a stint in a small pharmacy, suppliers always had to show documents proving their batches met these exact standards. Every shipment came with certificates showing not only the percentage of the main ingredient but also a breakdown of detected impurities, residual solvents, and heavy metals. Fail just one area, and the whole batch stays off the shelves.

Numbers Behind Purity

BP, EP, and USP maintain roughly similar thresholds. The majority set purity requirements above 99%, sometimes as high as 99.5%, depending on the product. For paracetamol, BP and EP each set a minimum purity limit at about 99.0%, but both also look for potential breakdown products and contaminants. For aspirin, USP specifies at least 99.5% of the finished material must be pure. If a chemical contains too much chloride or too many heavy metals, it gets rejected, even if the main ingredient checks most boxes.

These standards get stricter for injectable products, where impurities could have immediate and dangerous effects. In that work environment, we even had to track water content, since too much could break down other ingredients or breed bacteria. All this is necessary because a contaminated product doesn’t just bring down performance, it puts lives at risk.

Consequences and Solutions

Many pharmaceutical recalls happen because of unfinished testing or overlooked impurities, not gross negligence. The methods and required instruments for BP, EP, and USP aren’t cheap, but regular investment stops reputational damage and patient harm. So, greater support for laboratory infrastructure and cross-region sharing of purity data could help countries push for safer drug supplies everywhere.

Every patient, from London to Lagos, deserves consistent purity and safety in their medicine. The more we push for strict standards, the fewer people face complicated health challenges from contamination. That’s an outcome anyone in health or science should support every day.

What are the recommended storage and handling conditions for this product?

Paying Attention to the Details Matters

Walk into any warehouse or supply closet and you’ll see quickly that how a product sits on a shelf can make or break its value. My own years spent in food storage and pharmaceuticals have shown me spoiled ingredients, expired medicine, and lost profit from ignoring basics. So, let’s get down to earth about how to properly store and handle a product—because mistakes here cost far more than you realize.

Know What Affects Your Product the Most

Moisture, light, and heat stand out as the worst offenders across almost any product. Even a hardy tablet or can of food breaks down if left in a warm, humid space or under harsh light. I’ve seen painkillers in clinics lose strength and flavorings for bakeries clump into useless blocks just because storage wasn’t cool or dry enough. It doesn’t matter if you’re at home with cleaning supplies or responsible for a medical lab: the basics remain the same.

A temperature-controlled space, away from direct sunlight, usually brings the best outcome. For many packaged chemicals and pharmaceuticals, a range between 15°C and 25°C protects most properties. Things degrade quickly once you push past 30°C, so any product near a heat vent, in a car, or stacked in direct sun risks losing its punch.

Keep It Dry and Clean

Humidity pulls moisture into powders and even some plastics. That means less shelf life, weaker effectiveness, and sometimes mold. Where I’ve seen things go wrong, it always comes down to a leak in the roof or people forgetting that “just a little dampness” is enough to start a problem. Dry, well-sealed containers always work better than bags or loosely closed boxes. Silica gel packets save money in the long run and stop stubborn clumps from building up.

Real Cleanliness Is More Than a Checklist

Even one speck of dust or splash of last week’s product can create headaches later. I’ve found that fork-lifts, human hands, and shelves collect more grime than most realize. Simple habits make a difference: wipe down shelves, wear gloves, and rotate products, so nothing overstays its welcome. It’s common sense, but attention here prevents recalls, sick staff, and customer complaints.

Stability Isn’t Guaranteed—Check the Label

People sometimes skip reading the actual storage requirements in favor of guessing. Compact as some storage rooms look, dangerous mixing happens too often—bleach and acid, flammable items tucked near a hot light. Read labels carefully. Follow each instruction for temperature, humidity, and shelf life instead of assuming that one size fits all. Most mistakes come from thinking “this room is fine for everything.”

People Are the Difference Maker

I’ve watched seasoned staff keep a chemical storeroom safe for years because they checked thermometers, dated every box, and called out problems. Automated systems help, but a human eye catches leaks, broken seals, and signs of pests. Good training, along with a habit of checking on things weekly, keeps small problems from exploding into expensive disasters.

Solutions for the Real World

Space is tight in most workspaces. Stack shelves by temperature needs, keep most-reactive products furthest from light and heat, and separate cleaning chemicals from foods or edibles at all costs. Mark shelves clearly. A simple digital temperature and humidity monitor gives constant feedback—don’t rely on “feels cool.” For high-value or sensitive materials, invest in alarms that call for human intervention if things drift out of range.

To keep any product at peak quality and safety, don’t rely on hope. Respect the label, follow the science, and trust the hard-learned lessons of those who already lost money or lives from taking shortcuts.

Is the product accompanied by a Certificate of Analysis and validated test methods?

Real Transparency in Product Testing

A Certificate of Analysis (COA) and validated test methods matter more than a few lines on a datasheet. Whenever I check out a new supplement, food ingredient, or chemical, I want proof—not promises. I remember a time when a client brought up a supplier's omega-3 oil. No COA showed up, and test details sounded vague. No matter how good the deal looked, suspicion lingered. If you’re spending money on something meant for your body or your process, you deserve more than sales talk—you need solid documents.

A COA Is Not a Luxury

Nearly every law that protects consumers relies on testing and documentation. Bad batches, poor storage, or counterfeit goods sneak into supply chains more than some care to admit. The COA acts like a handshake you can verify. It shows batch-specific details: purity, moisture, heavy metals, microbes—whatever really matters for your safety or performance. In my line of work, I’ve seen businesses get burned by missing, outdated, or fake COAs. One recall can wreck years of hard work and trust. That’s why companies turning out products for food, pharma, and cosmetics always demand this paper trail.

Validated Test Methods Mean Reliability

Numbers on a COA need real weight behind them. If someone claims a product meets spec, but the test came from an unproven or in-house shortcut, all bets are off. ISO, USP, or AOAC methods cost money to implement, but they weed out false positives and give repeatable, trusted results. Not long ago, I saw a case in a local lab where two methods—color test versus HPLC—gave totally different answers on caffeine levels. Without agreed standards, one test may tell a story that never matches reality. That’s risk nobody should accept.

Trust Goes Beyond Words

Anyone can say their protein blend contains what the label claims. Only verified testing shows it. Especially in supplements and specialty chemicals, the difference between safe and unsafe may hinge on micrograms. Cutting corners with test methods or skipping documentation adds avoidable risk, especially for small companies trying to make a name. I’ve watched start-ups lose market access in Europe for skipping method validation, even after years without complaints. Regulators, insurance providers, and customers want traceable proof, not just friendly emails.

What Can Companies Do?

Supplier selection means more than chasing the lowest price. Go for partners who offer full documentation, and double-check the actual methods used. Ask for method SOPs and reference them against published standards. Labs with ISO/IEC 17025 accreditation stand out over those offering generic “house methods.” Build in batch confirmation, not just at the start, but throughout any sourcing relationship. Don’t hesitate to contact a manufacturer’s technical staff. Good suppliers respond with data, not dodges.

For buyers, get familiar with basic terms: LOD, LOQ, recovery rates, matrix effects. These show care and skill behind every test result. If details seem light or rushed, assume shortcuts.

Raising the Bar for Safety and Integrity

Too often, I see folks assume testing equals quality—and miss the method behind the numbers. A COA without validation is just a formality. With so much on the line, asking for real proof—every time—keeps trust high and problems low. That’s not just good business, but good common sense.

1,2,3,5-Tetra-O-Benzoyl-2-C-Methyl-B-D-Ribofuranose BP EP USP Pharma Grade