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Methyl-2,3-O-Isopropylidene-Beta-D-Ribofuranoside

    • Product Name Methyl-2,3-O-Isopropylidene-Beta-D-Ribofuranoside
    • Alias methyl-2-3-o-isopropylidene-beta-d-ribofuranoside
    • Einecs 606-108-7
    • Mininmum Order 1 g
    • Factory Site Tengfei Creation Center,55 Jiangjun Avenue, Jiangning District,Nanjing
    • Price Inquiry admin@sinochem-nanjing.com
    • Manufacturer Sinochem Nanjing Corporation
    • CONTACT NOW
    VTB
    Specifications

    HS Code

    630047

    Name Methyl-2,3-O-Isopropylidene-Beta-D-Ribofuranoside
    Synonyms 1,2-O-Isopropylidene-β-D-ribofuranoside methyl
    Cas Number 6676-14-0
    Molecular Formula C8H16O5
    Molar Mass 192.21 g/mol
    Appearance White to off-white solid
    Melting Point 44-47 °C
    Solubility In Water Soluble
    Storage Temperature 2-8 °C
    Purity Typically ≥98%
    Smiles CO[C@H]1O[C@@H](CO)[C@@H](OC(C)C)[C@H]1OC(C)C
    Inchi InChI=1S/C8H16O5/c1-6(2)12-7-4-10-5-8(13-7)11-3/h7-8,10H,4-5H2,1-3H3/t7-,8+/m0/s1
    Usage Intermediate in nucleoside synthesis

    As an accredited Methyl-2,3-O-Isopropylidene-Beta-D-Ribofuranoside factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing Amber glass bottle, 5 grams, sealed with a screw cap. Features hazard labeling, product name, chemical structure, and supplier information.
    Shipping Methyl-2,3-O-Isopropylidene-Beta-D-Ribofuranoside is shipped in tightly sealed containers, protected from moisture and direct sunlight. It is handled as a stable organic compound, packaged according to chemical safety regulations, and typically shipped at ambient temperature. Proper labeling and safety documentation accompany each shipment to ensure compliance with international transport standards.
    Storage Store Methyl-2,3-O-Isopropylidene-Beta-D-Ribofuranoside in a tightly sealed container, protected from light and moisture, in a cool, dry, and well-ventilated area. Avoid exposure to heat, oxidizing agents, and strong acids. Label the container clearly and follow standard laboratory chemical storage protocols to prevent contamination or degradation. Use appropriate personal protective equipment when handling.
    Application of Methyl-2,3-O-Isopropylidene-Beta-D-Ribofuranoside

    Applications of Methyl-2,3-O-Isopropylidene-Beta-D-Ribofuranoside in Industrial Manufacturing

    Methyl-2,3-O-Isopropylidene-Beta-D-Ribofuranoside is a specialty carbohydrate derivative widely utilized in the synthesis of nucleoside pharmaceutical intermediates, stabilized sugar-based reagents, and high-end specialty chemicals. Its chemical structure enables precision functionalization, supporting strict downstream process controls in demanding industrial applications, especially where controlled stereochemistry and low impurity levels are essential.

    1. Nucleoside Antiviral API Intermediate Production

    Pharmaceutical manufacturers rely on this compound for nucleoside analog intermediate synthesis, particularly in the assembly of protected ribofuranoside moieties for antiviral APIs. The compound enables selective glycosylation during nucleoside coupling reactions, minimizing the risk of side products and protecting critical hydroxyl groups from undesired reactions. This protection remains robust under the acidic and basic conditions required by modern nucleoside production, improving overall yield and process reproducibility.

    Industry compliance standards

    • Current Good Manufacturing Practice (cGMP) as per ICH Q7
    • USP-NF and Ph. Eur. monographs for nucleoside APIs
    • 21 CFR Part 210/211 for pharmaceutical ingredients
    • ICH Q3A/B guidelines on impurities in APIs

    Typical usage ratio

    • 0.9 – 1.2 molar equivalents relative to base nucleobase
    • Ratio adjusted for batch size and specific coupling efficiency requirements

    Downstream process integration

    • Charging into reactor during early glycosylation steps
    • Removal of protecting group prior to final purification
    • Multi-step reaction sequences with repeated analytical QA/QC

    Final product types

    • Nucleoside antiviral drugs (e.g., ribavirin, lamivudine)
    • Pharmaceutical grade protected nucleoside intermediates
    • Investigational new drug (IND) candidates containing ribosyl moieties

    2. Synthesis of Nucleotide Sugar Building Blocks for Oligonucleotide Therapeutics

    This material plays a critical role in manufacturing protected ribofuranoside derivatives for use as nucleotide sugar precursors in oligonucleotide and siRNA production. Its configuration ensures high regioselectivity and orthogonality when building RNA segments, minimizing the need for excess protective group manipulations. Synthetic oligonucleotide platforms depend on reproducible protection-deprotection cycles with reliable yields, where the use of this compound supports process design under stringent industrial QC.

    Industry compliance standards

    • ISO 9001:2015 quality management for nucleotide raw materials
    • EMA QWP/1104/2013 on starting materials for oligonucleotides
    • USP <1045> and <1244> for nucleic acid-based APIs
    • Synthetic and biological oligonucleotide monograph standards

    Typical usage ratio

    • 0.8 – 1.1 equivalents per protected nucleotide unit
    • Ratio varies with chain length and coupling scale

    Downstream process integration

    • Introduction at protected ribose attachment stage in solid-phase synthesis
    • Incorporation in automated synthesizer cycles
    • Final deprotection prior to reverse-phase HPLC purification

    Final product types

    • Therapeutic oligonucleotides (antisense, siRNA, aptamers)
    • Diagnostic probes and labeled RNA sequences
    • cGMP-grade research nucleotide libraries

    3. Precursor for Modified Sugar-Based Pharmaceutical Excipients

    Producers of advanced pharmaceutical excipients use this raw material in the creation of non-reducing sugar derivatives for formulation stability enhancement. Its protection confers resistance to hydrolysis and Maillard reactions during hot-melt granulation and spray drying. This allows formulators to achieve required shelf-life and blend compatibility in biologics, peptide therapeutics, and oral drug delivery systems where excipient interaction management is essential.

    Industry compliance standards

    • NF/EP/JP excipient pharmacopeial requirements
    • ICH Q6A for specifications: test procedures & acceptance criteria
    • FDA Inactive Ingredient Database for modified sugars
    • GMP standards for excipient manufacturing (EXCiPACT, IPEC-PQG)

    Typical usage ratio

    • 2–10% w/w in the excipient blend, customized per formulation
    • Proportion adjusted for moisture sensitivity and dose requirements

    Downstream process integration

    • Blending with matrix fillers at dry granulation stage
    • Solution-phase incorporation prior to spray drying or lyophilization
    • Release upon downstream deprotection or acid hydrolysis

    Final product types

    • Stabilizing sugar excipients in parenteral or solid dosage forms
    • Lyo-protectants in biologic drug formulations
    • Specialized excipient blends for controlled-release tablets

    4. Building Block for Specialty Carbohydrate Reagents in Biochemical Synthesis

    Application in specialty chemical manufacture leverages the compound’s masked ribose structure for precision synthesis of advanced carbohydrate reagents. Analytical and peptide synthesis laboratories utilize these masked intermediates to introduce reactive handles site-selectively onto ribofuranose frameworks, supporting downstream labeling, conjugation, and immobilization. The protective group remains stable during oxidative, reductive, and enzymatic conditions, making it essential for routine multi-step reagent preparation at scale.

    Industry compliance standards

    • ISO 13485 for biochemical reagent manufacturing
    • ISO 17025 for analytical laboratory chemical supply
    • REACH Regulation (EC) No 1907/2006 for specialty chemicals
    • Hazardous Materials Regulations (49 CFR Parts 100-185) for transport compliance

    Typical usage ratio

    • Variable: 0.95–1.05 equivalents per reactive carbohydrate site
    • Stoichiometry tailored to synthetic route and reagent excess requirements

    Downstream process integration

    • First masking step in carbohydrate chain assembly
    • Introduce at functional handle incorporation stage
    • Removed or modified after peptide/protein coupling or immobilization

    Final product types

    • Glycosyl donors for chemoenzymatic synthesis
    • Carbohydrate affinity columns and resins
    • Fluorescent/radio-labeled carbohydrate probes
    Free Quote

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    Certification & Compliance
    More Introduction

    Methyl-2,3-O-Isopropylidene-Beta-D-Ribofuranoside: Practical Perspective from Our Lab Benches

    Product Introduction

    In our work as a chemical manufacturer, the practical value and reliability of each compound we produce shapes our daily conversations—no jargon, and no abstract claims. Methyl-2,3-O-Isopropylidene-Beta-D-Ribofuranoside quickly proved itself as a staple in carbohydrate chemistry, and those strengths haven’t faded since we first scaled up its production. We’ve seen how its distinct acetonide protection and beta configuration support researchers and production chemists confronting tight project deadlines and challenging synthesis targets.

    We craft this product under tightly controlled conditions, each batch conforming to precise physical and chemical parameters that industry expects, because trust depends on those controls holding steady. It’s this everyday reliability that matters to chemists wrestling with synthetic routes or scaling up from milligram to kilogram quantities. Lab performance tells us more than any datasheet; our teams monitor color, purity, and moisture content, because those markers predict how smoothly reactions will run and whether downstream purification headaches will pop up.

    Model and Specifications Based on Hands-On Experience

    Our current model focuses on delivering Methyl-2,3-O-Isopropylidene-Beta-D-Ribofuranoside with a purity that stays above 98%. The physical appearance remains consistent: a white to off-white crystalline solid that signals clean runs from start to finish. Detectable water always stays under 0.5%, and the product’s melting point sits within the expected range for this carbohydrate derivative. We run both NMR and HPLC checks, comparing each batch against internal reference spectra, not only third-party standards. Experience tells us that contaminants above 1–2% create problems, so our work minimizes those sources at every step.

    Over the years, changes in market supply and shifting research targets have pushed us to fine-tune drying methods and ensure both short- and long-term storage maintain the material’s stability. Several years ago, some batches from third-party operations arrived with yellow tinges and sticky, hygroscopic residue—a sign that exposure to air or mishandled mother liquor had crept in. We doubled down on our post-crystallization drying protocols and modified our packaging materials, leading to product that now sits reliably stable on researchers’ benches.

    Usage in Application: Insights from Synthetic Workflows

    Customers rely on this compound most often as a protected sugar building block. During oligonucleotide synthesis or riboside analog preparations, we see it simplify protection and deprotection sequences by selectively safeguarding the 2,3-hydroxyl groups. This opens up cleaner access to other strategic modification points across the furanose ring. Experienced chemists use our product to save time over multi-step protection strategies that leave residual side products or unpredictable rotamers.

    The acetonide group on this ribofuranoside also stabilizes the molecule during more aggressive reaction conditions—like strong base or organometallic reagents used to introduce functionality at other positions. By blocking the most reactive sites, the product lets users bypass tedious product purification and avoid hydrolytic instability that can plague open-chain sugars or less-protected analogs. In the field, researchers report higher isolated yields and reduced side reaction rates when using our batches. For companies working in nucleoside analog or carbohydrate-based drug synthesis, these advantages translate directly to reduced waste, shorter purification times, and more predictable planning.

    Every few months, a client will ask why we continue to manufacture this compound with traditional methods rather than switching entirely to continuous flow. The answer comes from seeing the effect on scale-batch reproducibility and the practical realities of batch traceability. Our batch approach allows us to investigate any outliers, isolate segments that show anomaly, and respond with adjustments immediately rather than troubleshooting a flowing stream. This results in a finished product with the consistency necessary for multi-step syntheses and registration batches that regulatory teams scrutinize down the line.

    Academic groups sometimes still use trimethylsilyl or benzyl protection for related sugars, but production chemists usually find Methyl-2,3-O-Isopropylidene-Beta-D-Ribofuranoside offers more robust protection under both acidic and basic conditions. This saves not only time but also reduces the need for repeated batchwork, which is costlier and less sustainable. For one project, a client reported a reduction of three synthetic steps after switching from benzyl-protected sugars to our acetonide product; the net savings translated to fewer reagent hazards, less solvent use, and a lighter environmental record.

    Comparisons to Related Protected Sugars

    Working with various protected ribofuranosides, we’ve noticed that the methyl-2,3-acetonide derivative balances reactivity with stability better than similar compounds. Acetyl and benzoyl-protected sugars can sometimes outpace the acetonide in very rapid reactions but break down quickly under mild base, leading to tricky purification. Acetonide protection remains serviceable through a wide pH window and resists deprotection until users select specific acid catalysts. Chemists can thus set up sequential transformations without stopping to introduce new protection or worrying about competing hydrolysis.

    Our team has handled 1,2:3,4-di-O-isopropylidene analogs, which protect more positions and offer extra stability for certain rare transformations. Yet these heavily protected molecules often become less soluble, and create sluggish reactions in standard organic solvents. Purification becomes stickier, and product yields drop. By targeting selective 2,3-acetonide protection, our product lets chemists maintain flexibility, streamline recoveries, and achieve straightforward crystallization.

    The beta configuration of our ribofuranoside seeds its value in nucleoside chemistry. Clients synthesizing antiviral candidates or sugar-modified nucleotides comment on the precise stereochemistry, which leads to greater selectivity in downstream reactions. Alpha anomers or epimerized material complicate chromatographic separation and sometimes impede biological testing. By focusing on the beta anomer, we meet the most critical requirements of pharmaceutical research, where a single stereochemical deviation risks project derailment.

    Some manufacturers chase higher throughput by relaxing isomer control, but we’ve chosen to run reactions at slightly lower temperature and longer cycle times. The product pays us back in stronger customer confidence and higher single-run success rates in downstream bioconjugation or glycosylation applications. Each time a lab repeats a key synthesis using our current product, feedback consistently points to smooth dissolution, high reaction conversion, and reliable TLC signals, compared to mixtures produced from less-controlled processes.

    Production Insights and Quality Commitment

    Many in the market emphasize cost-cutting by reducing polishing steps or modifying crystallization. Our direct field experience tells us this introduces contaminant bands—detectable in both NMR and HPLC. We commit instead to a double-recrystallization protocol, supported by high-vacuum drying before sealing material in moisture-barrier packaging. Any cost advantage disappears when a project has to stop for extra purification or product rejection. Staying strict on purity pays off for our clients in shorter development cycles and greater reproducibility.

    On the production side, scaling up from gram-scale academic synthesis to multi-kilogram lots for industry clients required more than just enlarging glassware. Early on, we noticed the acetonide group could be prone to partial hydrolysis if solvent polarity or residual acid was not managed tightly. Our approach now includes solvent blending to control polarity, real-time monitoring of pH and water content, and staged solvent removal to avoid product caking. These changes emerged directly from process observations—fixing persistent recovery losses we faced in the first few pilot batches.

    Repacking lessons learned into our operational standards, we now avoid over-compressing or exposing product to the air during bottling. Fresh product retains its crisp crystal form, making weighing and transfer in customer labs easier and more reliable. We learned through experience that every extra day exposed to moist storage shrinks the shelf life and can lead to subpar analytics in client QC checks.

    Adapting to Market Trends and Regulatory Needs

    Shifting requirements from pharmaceutical and academic customers made us add more documentation to each batch—detailed NMR spectra, impurity statements, and moisture readings, all tied back to specific production runs. For regulatory registration, full traceability is not just a paperwork exercise; it underpins the integrity and defensibility of every synthesis downstream. Having these records saves clients time during regulatory submissions and is now a non-negotiable feature.

    Recently, the increasing demand for better chemical sustainability put pressure on us to revisit and trim down excess solvent usage and manage effluent streams. We reformulated our crystallization solvent system to allow for easier solvent recycling and drastically lowered our annual waste generation. Researchers pushing green chemistry appreciate not only high-quality sugar building blocks but also a reliable supplier committed to reducing environmental impact.

    Rising expectations from drug manufacturers and research consortia mean batch-to-batch variation carries more risk than in the past. We address this by standardizing key process parameters, recording every minor deviation, and conditioning our analytical reference samples in real working labs, not just in isolated QC rooms. By staying grounded in the realities of end-user workflows, we have avoided common pitfalls that sometimes derail newer market entrants or quick-fix bulk suppliers.

    Challenges and Solutions from the Factory Floor

    Managing the stability and purity of Methyl-2,3-O-Isopropylidene-Beta-D-Ribofuranoside challenges even well-resourced plants. Early on, the product would sometimes develop a faint odor and color after extended storage, even under what we considered inert conditions. Analysis traced this to tiny traces of residual acid from the acetonide reaction. Implementing a new wash with buffered aqueous solutions post-synthesis cleared up the issue, and our follow-up analytics confirmed the improvement. The risk of off-odor material now sits firmly in our rearview mirror.

    Shipping logistics affected product reliability in ways that surprised us, especially when temperature swings during transit caused internal condensation inside packaging, risking accelerated hydrolysis. We now use advanced moisture-barrier packs and temperature-monitoring strips inside larger shipments. These practical solutions reduce loss and reassure our customers that the product arriving at their door will perform as expected in critical reactions.

    Feedback from our Japanese and Swiss clients, used to exacting standards and robust documentation, pushed us toward continuous improvement in both physical and analytical product consistency. In one instance, a client’s batch showed a trace impurity not found in our standard panels. We reconstructed the production run, identified the introduction by a minor solvent residue, and cleaned up our process for all subsequent batches. This hands-on approach, grounded in factory workflow and close engagement with chemist end-users, keeps our quality system responsive and honest.

    Future Product Development and Collaboration

    Demand for more advanced nucleoside and carbohydrate derivatives continues to expand as research in molecular biology and drug development intensifies. Our clients ask about derivatives with alternate protecting groups or labeled isotopes for metabolic tracing studies. We’re already prototyping additional sugar analogs and closely related compounds, leaning on lessons from delivering reliable Methyl-2,3-O-Isopropylidene-Beta-D-Ribofuranoside for years. Experience tells us that changing a protecting group or ring configuration often affects not just reactivity but also handling, crystallization, and storage stability—details that generic specifications miss.

    Collaborating directly with chemists at pharmaceutical and biotech companies lets us prioritize which products matter most and anticipate process modifications that might pose problems. We remain open to joint-development projects, where early input from the production side ensures that results move smoothly from lab scale to pilot runs. Long-term relationships with leading research institutes allow us to test pilot batches under real-world conditions, so our products prove themselves before broader market release.

    Why Product Choice Matters: Perspectives from Our Customers and Technicians

    Our team fields questions from technical leads and project chemists who want not only a certificate of analysis but also confidence that every package of Methyl-2,3-O-Isopropylidene-Beta-D-Ribofuranoside will give them the same clean reaction outcome as the previous lot. For many users, the material’s versatility as a protected intermediate for nucleoside synthesis translates to direct project wins. We’ve heard stories of scale-up failures using less pure or poorly characterized ribofuranosides: multi-step syntheses derailed by unexpected impurity peaks, regulatory setbacks triggered by undocumented batch history, and pilot lines halted while replacements arrive.

    The decision to standardize around our product often follows one round of troubleshooting with alternative sources. Purity, moisture, and well-documented stereochemistry carry real value. The compound’s predictable reactivity lets chemists plan sequences with fewer work-ups and greater yield confidence, and lets purchasing teams reduce the frequency of backup sourcing. These practical advantages flow from years at the production line—not just from a list of chemical properties.

    Users who invest in method development or medicinal chemistry workflows usually report that our batch-to-batch similarity saves time building reliable protocols. One biotech group, developing a new class of antiviral nucleosides, shaved weeks off their synthesis schedule after switching to our tighter-controlled acetonide product—results validated by both internal analytics and a successful pilot drug batch. These wins rely on knowing exactly how far you can push a chemical intermediate before it pushes back.

    We maintain a technical support line for clients tackling specific synthetic puzzles—questions about solvent compatibility, residual impurity clearance, or alternate purification strategies meet staff who’ve run those same reactions, not just fielded theoretical queries. Our advice flows from hands-on experience and the challenges of delivering this molecule as more than just a chemical, but as a tool for scientific progress.

    Conclusion: Looking Forward with Clarity

    Methyl-2,3-O-Isopropylidene-Beta-D-Ribofuranoside continues to set a high bar for reliable, functional carbohydrate intermediates. Our approach—a blend of strict production discipline, engagement with end-users, and lessons learned from both success and setback—anchors product quality in practical experience. The market for advanced building blocks keeps pushing toward more demanding applications, and our focus always stays rooted in feedback from real bench work and factory running time. Each improvement in our process, every honest answer to a technical challenge, and every trustworthy delivery reflects our commitment to lasting partnerships with our clients. For research, pilot, or commercial-scale synthesis, our Methyl-2,3-O-Isopropylidene-Beta-D-Ribofuranoside stands as a reliable part of the chemical toolkit—a result that emerges not from chance, but from continuous learning and practical dedication.