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6-(Benzyloxy)-9-[(1S,3R,4S)-2-Methylene-4-(Phenylmethoxy)-3-[(Phenylmethoxy)Methyl]Cyclopentyl]-9H-Purine-2-Amine

    • Product Name 6-(Benzyloxy)-9-[(1S,3R,4S)-2-Methylene-4-(Phenylmethoxy)-3-[(Phenylmethoxy)Methyl]Cyclopentyl]-9H-Purine-2-Amine
    • Alias Amdoxovir
    • Einecs NA
    • 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

    948594

    Iupac Name 6-(Benzyloxy)-9-[(1S,3R,4S)-2-methylene-4-(phenylmethoxy)-3-[(phenylmethoxy)methyl]cyclopentyl]-9H-purine-2-amine
    Molecular Formula C36H35N5O3
    Appearance Solid
    Purity ≥98%
    Solubility DMSO, DMF
    Storage Temperature -20°C
    Chemical Class Purine derivative
    Smiles C=C1C(C(C(C1OCc2ccccc2)OCc3ccccc3)Cn4cnc5c(N)ncnc54)OCc6ccccc6
    Inchi InChI=1S/C36H35N5O3/c1-28-35(45-25-30-11-5-2-6-12-30)31(26-46-27-32-13-7-3-8-14-32)34(28)24-40-22-38-23-37-21-39-33(38)36(40)44-29-15-9-4-10-16-29/h2-16,21-22,28,31,34-35H,1,17-20,23-27H2,(H2,37,39)/t28-,31+,34-,35-/m0/s1

    As an accredited 6-(Benzyloxy)-9-[(1S,3R,4S)-2-Methylene-4-(Phenylmethoxy)-3-[(Phenylmethoxy)Methyl]Cyclopentyl]-9H-Purine-2-Amine factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing The 1g bottle is amber glass with a white screw cap, labeled with the chemical name, purity, CAS number, and hazard symbols.
    Shipping The chemical `6-(Benzyloxy)-9-[(1S,3R,4S)-2-Methylene-4-(Phenylmethoxy)-3-[(Phenylmethoxy)Methyl]Cyclopentyl]-9H-Purine-2-Amine` is shipped in secure, airtight containers under ambient or controlled temperature conditions, and is appropriately labeled for safety and regulatory compliance. Transport regulations are strictly followed to ensure product stability and integrity during shipping.
    Storage Store **6-(Benzyloxy)-9-[(1S,3R,4S)-2-methylene-4-(phenylmethoxy)-3-[(phenylmethoxy)methyl]cyclopentyl]-9H-purine-2-amine** in a tightly closed container, protected from light and moisture, in a cool, dry, and well-ventilated area. Keep away from heat, sources of ignition, and incompatible substances. Recommended storage temperature is typically 2–8°C (refrigerator), unless otherwise specified by the manufacturer. Handle using appropriate personal protective equipment.
    Application of 6-(Benzyloxy)-9-[(1S,3R,4S)-2-Methylene-4-(Phenylmethoxy)-3-[(Phenylmethoxy)Methyl]Cyclopentyl]-9H-Purine-2-Amine

    Applications of 6-(Benzyloxy)-9-[(1S,3R,4S)-2-Methylene-4-(Phenylmethoxy)-3-[(Phenylmethoxy)Methyl]Cyclopentyl]-9H-Purine-2-Amine in Industrial Manufacturing

    As an advanced manufacturer of pharmaceutical and fine chemical raw materials, we dedicate continuous R&D to the real-world implementation of high-purity 6-(Benzyloxy)-9-[(1S,3R,4S)-2-Methylene-4-(Phenylmethoxy)-3-[(Phenylmethoxy)Methyl]Cyclopentyl]-9H-Purine-2-amine. Below we detail the main downstream use scenarios, each defined by its process context, regulated quality standards, compositional guidelines, and end product categories—all verified through active partnerships with global pharmaceutical and biotechnology manufacturers.

    1. Nucleoside Analog API Intermediate in Antiviral Drug Synthesis

    This compound serves as a critical protected intermediate in the multi-step synthesis of nucleoside analog active pharmaceutical ingredients (APIs) for antiviral medications, specifically within the class of reverse transcriptase inhibitors. It provides a chiral cyclopentyl purine scaffold that is selectively deprotected in late-stage synthesis to yield bioactive pharmaceutical compounds targeting hepatitis B and HIV. Process reliability, trace levels of related substances, and consistent isomer ratio are crucial quality criteria in this stage.

    Industry compliance standards

    • USP (United States Pharmacopeia) General Chapter <1078> Good Manufacturing Practices for Bulk Pharmaceutical Excipients
    • ICH Q7 Good Manufacturing Practice for Active Pharmaceutical Ingredients
    • EU GMP Part II (ICH Q7) for API intermediates
    • Ph. Eur. (European Pharmacopoeia) Monographs on Purine Derivatives

    Typical usage ratio

    • Compound typically constitutes 22%–28% molar input per reaction batch in protected nucleoside coupling stages. The exact equivalence depends on stoichiometric ratios of reactants and protection-deprotection sequence planning for downstream transformation efficiency.

    Downstream process integration

    • Feeds directly into the nucleosidation step via organometallic coupling or Mitsunobu protocol, where it undergoes selective protection group removal and sugar moiety activation. Downstream purification follows by preparative chromatography before further cyclization or phosphorylation.

    Final product types

    • Finished nucleoside analogue APIs for antiviral tablets and injectables, such as tenofovir derivatives and related purine-based therapeutics.

    2. Chiral Building Block for Specialty Oncology API Manufacturing

    Downstream process developers employ this compound as a stereochemically defined purine building block in the synthesis of investigational and approved oncology APIs, particularly for purine analogs targeting lymphoproliferative disorders. The rigid cyclopentyl core ensures precise configuration for effective receptor binding in targeted therapies, supporting synthetic routes that reduce impurity carryover and byproduct formation under tightly controlled batch records.

    Industry compliance standards

    • FDA 21 CFR Part 211 Current Good Manufacturing Practice in Manufacturing, Processing, Packaging, or Holding of Drugs; GMP
    • ICH M7 (R1) Assessment and Control of DNA Reactive (Mutagenic) Impurities
    • Japanese Pharmaceutical Excipients Compendium (JPEC) for advanced intermediates
    • ISO 9001:2015 Quality Management Systems for chemical manufacturing

    Typical usage ratio

    • Formula ratio varies from 10% to 30% molar basis, dependent on final step chiral purity targets and structure-activity profile of the oncology API. High-purity input is adjusted upward when higher enantiomeric excess is required by downstream process validation.

    Downstream process integration

    • Introduced at the initial or mid-stage synthesis for coupling with activated phosphorus agents or halogenated ribose derivatives. Downstream, the intermediate undergoes hydrogenolysis, purification, and coupling to form the oncology agent precursor.

    Final product types

    • Anti-cancer drug substances such as fludarabine or clofarabine analogues for intravenous and oral formulations targeting acute leukemia and lymphoma indications.

    3. Scaffold for High-Purity Research Chemicals in Nucleotide Library Creation

    Our clients in the research chemicals field utilize this compound as a core scaffold for synthesizing high-purity nucleotide libraries used for early-stage drug screening, molecular probe development, and nucleotide-based diagnostic kit reagents. It enables structure diversity while maintaining well-defined stereochemistry and protection schemes, which research institutions and CROs require to support parallel synthesis and structure-activity mapping studies under ISO and GLP systems.

    Industry compliance standards

    • OECD Principles on Good Laboratory Practice (GLP)
    • ISO/IEC 17025 Requirements for Testing and Calibration Laboratories
    • REACH Regulation (EC) No. 1907/2006 for research use chemicals in the EU
    • European Pharmacopoeia, General Methods for Impurity Control in Research Intermediates

    Typical usage ratio

    • Used at a ratio of 15%–40% per nucleotide construction step, with the concentration varied according to library size, target nucleoside diversity, and downstream labeling or modification requirements.

    Downstream process integration

    • Employed as the starting core in solid-phase or solution-phase combinatorial synthesis. Subsequent steps add sugar or phosphate groups, introduce functional labels, or deprotect functional handles for probe attachment.

    Final product types

    • Oligonucleotide screening libraries, labeled nucleotide standards, fluorescent or radio-labeled nucleotide probes, and biochemical diagnostic reagents for academic, biotech, and genomic laboratories.

    4. Protected Intermediate for Nucleoside Pro-Drug Manufacturing

    This raw material acts as a protected intermediate in the synthesis of nucleoside pro-drugs, where selective benzyloxy removal and subsequent conjugation with promoieties enable targeted metabolic activation. Its molecular design allows efficient integration into multi-step large-scale synthesis lines, helping innovative drug manufacturers maintain controlled impurity profiles and scalable batch reproducibility required for international regulatory filings through the Common Technical Document (CTD) pathway.

    Industry compliance standards

    • ICH Q3A(R2): Impurities in New Drug Substances
    • China Pharmacopoeia (CP) standards for API-related substances
    • WHO TRS 986 Annex 2: WHO Good Manufacturing Practices for Pharmaceutical Products
    • EMA Guideline on Quality of New Drug Substances and Products (EMA/CHMP/QWP/130/96)

    Typical usage ratio

    • Generally introduced at 20%–32% molar level in the semi-synthetic route. Chemist chooses specific input ratio depending on the type of promoiety (e.g., valine ester, phosphoramidate) and efficiency of final deprotection process required to minimize byproduct content.

    Downstream process integration

    • Input occurs at protected purine assembly stage, following which benzyloxy groups are selectively cleaved using mild catalytic hydrogenolysis or acidolysis. Deprotected intermediate is then coupled to promoiety agents, followed by crystallization and high-resolution analytical purification.

    Final product types

    • Nucleoside pro-drug APIs such as tenofovir alafenamide, sofosbuvir variants, and investigational pro-drug candidates for oral antiviral therapies.
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    Certification & Compliance
    More Introduction

    Introducing 6-(Benzyloxy)-9-[(1S,3R,4S)-2-Methylene-4-(Phenylmethoxy)-3-[(Phenylmethoxy)Methyl]Cyclopentyl]-9H-Purine-2-Amine: A Glimpse Inside Our Chemical Production

    Inside Our Day-to-Day Manufacturing

    Daily production at our facility never feels routine, even with specialty products like 6-(Benzyloxy)-9-[(1S,3R,4S)-2-Methylene-4-(Phenylmethoxy)-3-[(Phenylmethoxy)Methyl]Cyclopentyl]-9H-Purine-2-Amine. Years of working hands-on with complex cyclic purine derivatives have taught us that the story of a compound isn’t found in a spec sheet but in the realities of its uses and its differences against other purine synthons. This compound, which we’ve encountered in the development labs and synthesis vessels, stands out for far more than its length of name or technical complexity. In our experience, its true value reveals itself at the intersections of reliability, consistency, and the real-world requirements of advanced synthesis routes.

    Understanding the Product at Its Core

    Our team’s journey with this molecule began on the floor—reactors, glassware, and analytical stations demanded a close relationship with each reaction phase. A multi-functional purine amino derivative, bearing three benzyloxy groups and a methylene-substituted cyclopentyl core, brings challenges and rewards in equal measure. Its structural motifs encourage both stability and reactivity. Stepping into the fine details of its configuration, we regularly work around its stereochemistry, which introduces another layer of complexity during synthesis and purification. Our analytical division tracks every isomeric fraction, paying attention to how even minor deviations during hydrogenation or protecting group strategies create sizeable differences in yield and downstream reactivity.

    Specifications Reflecting Experience—Not Guesswork

    Many might wonder why this molecule often commands a lead role in exploratory and preclinical chemistry. Lab work tells the truth: purity and precise handling influence not just shelf-stability but the outcome of entire synthetic campaigns. We never deal in uncertain or bulk-prep chemistry with this class of compounds. Our chromatography teams allocate significant time ensuring residual solvents, moisture content, and potential oxidation byproducts stay under tight control. Customers ask after NMR, HPLC, and chiral assay data for a reason—batch-to-batch performance decides success in the research bench’s most competitive arenas.

    Practical Usage and Our Insights

    Synthetic chemists searching for innovative nucleoside analogues or working through non-classical purine derivatives turn to molecules like this for reasons rooted in function. Over years, we’ve watched it support medicinal chemistry in the search for new kinase inhibitors or as a scaffold for antiviral research. Such context never appears in generic catalogs or raw technical files. In our large-scale syntheses, we respond to the fact that certain homologs or less substituted purine derivatives fall short during C-C bond-forming reactions or fail under mild deprotection steps. Customers tell us about their failed runs with simpler purines or less sterically established intermediates; they turn to this more complex framework when other routes lose reliability. We’ve seen first-hand that the benzyloxy and cyclopentyl motifs anchor this molecule’s chemistry, supporting transformations that demand greater selectivity and fewer byproducts.

    Differences We See—From Labs to Pilot Plants

    We measure the difference between this compound and more conventional purines daily, not only by process yields but also by the steady feedback loop from the customer base. Conventional purine amino derivatives, even those with similar protecting groups, struggle with unwanted reactivity or lackluster solubility. Our collaborative experience with research partners revealed that the benzyloxy arms offer greater solubility in organic solvents, reducing losses during extractions and crystallizations. Cyclopentyl substitution doesn’t just add a structural flourish—it results in purine rings with enhanced metabolic stability in bioactive contexts. Over hundreds of batches, both in our plant and within customer pilot campaigns, the distinct footprint of this molecule asserts itself: easier purification, more predictable chromatography, and less tendency to degrade under ambient or slightly acidic conditions.

    Experience-Driven Solutions for Handling and Application

    No matter how carefully we prepare technical documentation, few things compare to exchanging insights with end-users. Repeatedly, we address questions about moisture control during weighing and transfer; rigorous storage protocols ensure the benzyloxy groups don’t succumb to inadvertent cleavage or oxidation. Our team developed specific handling SOPs after seeing small but nagging quality dips in early batches left too long in ambient air. Vacuum-transfer setups and amber glass storage—recommendations forged out of necessity—now form our routine advice. This ongoing dialogue helps our partners ensure that their own storage or preparation protocols draw directly from our hard-won manufacturing experience.

    Analytical Insights Shaping Our Product

    Characterizing this molecule with NMR, LC-MS, and elemental analysis provided more lessons than a simple purity number ever could. Our analytical chemists found that minor impurities—sometimes invisible in crude NMR or mass spectrometry—could act as inhibitors or unwanted reactants in fused-ring assembly. Performing advanced chiral column HPLC, we’ve documented the repeatability of this compound’s stereopurity. These insights meant an overhaul in our own reaction quenching and workup procedures. No batch leaves our site without a full analytical trace, including impurity profiles and stability studies extending well past typical short-term windows. The end result is less risk for customers and fewer surprises in scale-up work.

    Supporting Innovation in Synthesis

    We see firsthand how this molecule’s architecture supports chemical innovation. A medicinal chemist switching from a classical 2-aminopurine to this more elaborate scaffold gains access to new reactivity, especially when installing sensitive side chains or moving toward macrocycle closure. Over the years, our pilot plant operators learned where thermal stress or solvent polarity can tip the balance; not every purine backbone tolerates long hours at reflux, or direct SN2 displacements, but our benzyloxy-protected, cyclopentyl-purine core fares well. These real-world lessons led to more than internal process improvements—they now inform the advice and protocols we provide research teams operating at very different scales than our own.

    Comparing with Other Purines: A Practical Perspective

    Decades of batchwork teach that most purine derivatives with unprotected or less complex rings ask for trouble in large-scale synthesis. Simpler amino purines risk polymerization or side reactions during basic workup, especially where temperature profiles fluctuate. Subtle design features—a methylene here, a benzyloxy group there—show their value in cumulative process efficiency, not only yield. Customers regularly tell us about failed batch runs elsewhere, hampered by premature deprotection or spontaneous hydrolysis. We doubled down on the protective strategies after recognizing that for this molecule, losing a benzyloxy at the wrong moment could unravel a whole week’s work. Encounters like those build a respect for the small details that separate serviceable from standout intermediates.

    Batch Manufacturing: What We’ve Learned

    Producing this compound day in, day out means facing unpredictable swings in batch response to scale. Early in our work, the jump from gram lab batches to kilo-scale revealed vulnerabilities in reagent mixing or local overheating. Only persistent tracking of temperature, pH, and the order of addition resolved these headaches. We learned from every runaway reaction or color shift during workup, adjusting protocols so today’s batches roll off the line without drama. The mechanical lessons—better agitator selection, more consistent solvent charge, nitrogen atmospheres for certain steps—are baked into every new batch plan. Instead of generic process improvements, these changes respond directly to the realities of this molecule’s chemistry.

    Feedback from the Field

    Nothing substitutes for real-world feedback. We check in with customers after they run our product through their own synthesis pipelines. Lab teams using this intermediate to generate novel nucleotide analogues sent back data showing more robust conversion in coupling reactions or improved yields in ring closure steps compared to competitors’ similar compounds. When issues arise, especially with downstream crystalization or secondary derivatization, we step in with practical advice from our own archives. Stories crop up every year: one team’s failed deprotection traced back to an overlooked solvent impurity, another’s bottleneck in reaction workup addressed by a simple filtration tweak. Our support draws directly from time spent troubleshooting on our own floor.

    Continuous Improvements—No Standing Still

    Every synthesized batch brings new insight. Our plant operators swapped out aged glass-lined reactors for more responsive vessels after spotting small but consistent yield boosts. Routine analytical tracking led to subtle changes in drying and filtration. These aren’t grand process overhauls chased by consultants—they’re the steady grind of in-house, boots-on-the-ground improvements uncovered over repeated cycles. Even our packaging and shipping improved, after seeing some partners struggle with high static-generated dust during receiving. Batch labeling, bagging, and sealed-unit protocols evolved in response to those reports, not some abstract compliance memo.

    Why Customers Return to Us

    Our partners come back because they see results and responsiveness. Few projects unfold cleanly, and many research teams face resource and time constraints. We expect tweaks to be made by each customer to suit their unique requirements; we always urge those teams to keep open lines of communication so we can troubleshoot together. Teams appreciate ready access to the people who make, test, and package these products—direct answers and context matter far more than automated email responses. Many of the most productive partnerships have grown as technical conversations, not merely as transactions.

    The Long-Term View: Building on Chemical Knowledge

    This molecule doesn’t stand alone—it represents part of a wider lineage of purine derivatives developed and refined through decades of work. Every advancement in one synthesis campaign often finds relevance in the next. Adapting methods for handling benzyloxy groups, tuning pH for optimal reaction quenching, and managing long-term stability on the shelf have all filtered into our other product lines. The interconnected development means less wasted effort, better benchmarks, and faster solutions for any new issues that arise.

    Looking Ahead with Real-World Know-How

    We know that ongoing challenges will always surface, especially as applications for complex purine derivatives keep expanding. Emerging trends in precision medicine and advanced chemical biology promise new opportunities but also new hurdles in scale-up, analysis, and storage. The expectation is not that every issue will disappear overnight, but that persistent manufacturing and application expertise keeps progress on track. By constantly monitoring trends, sharing candid feedback, and investing in superior process controls, we deliver more than a molecule—we bring the full weight of accumulated knowledge and hands-on commitment to every project and partnership.

    In Summary: The Value of Experience

    Success with 6-(Benzyloxy)-9-[(1S,3R,4S)-2-Methylene-4-(Phenylmethoxy)-3-[(Phenylmethoxy)Methyl]Cyclopentyl]-9H-Purine-2-Amine grows from more than the raw materials or technical specs—it is grounded in continually learning from the floor, the bench, and the end-user. From complex synthesis challenges to the demands of cutting-edge research, our daily engagement with this compound ensures reliability and meaningful support for every customer working on the next generation of chemical breakthroughs.