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(1S,5R,6S)-Ethyl 5-(Pentan-3-Yl-Oxy)-7-Oxa-Bicyclo[4.1.0]Hept-3-Ene-3-Carboxylate

    • Product Name (1S,5R,6S)-Ethyl 5-(Pentan-3-Yl-Oxy)-7-Oxa-Bicyclo[4.1.0]Hept-3-Ene-3-Carboxylate
    • Alias oxa-norbornene-ether
    • 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

    113286

    Iupac Name (1S,5R,6S)-ethyl 5-(pentan-3-yloxy)-7-oxa-bicyclo[4.1.0]hept-3-ene-3-carboxylate
    Molecular Formula C15H24O4
    Appearance Colorless to pale yellow liquid
    Density Approximately 1.03 g/cm³ (predicted)
    Solubility In Water Low
    Flash Point Predicted >100°C
    Refractive Index Predicted nD ~1.45
    Smiles CCOC(=O)C1=CC2OC2C1OCC(C)CC
    Inchi InChI=1S/C15H24O4/c1-4-11(5-2)18-13-8-10-7-14(19-10)12(9-13)15(16)19-6-3/h7-8,11-13H,4-6,9H2,1-3H3/t11-,12+,13-
    Chirality (1S,5R,6S) stereochemistry
    Functional Groups Ester, ether, bicyclic, alkene

    As an accredited (1S,5R,6S)-Ethyl 5-(Pentan-3-Yl-Oxy)-7-Oxa-Bicyclo[4.1.0]Hept-3-Ene-3-Carboxylate factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing Amber glass bottle, 25 grams, screw cap, tamper-evident seal, labeled with chemical name, purity, batch number, and hazard symbols.
    Shipping This chemical, (1S,5R,6S)-Ethyl 5-(Pentan-3-yl-oxy)-7-oxa-bicyclo[4.1.0]hept-3-ene-3-carboxylate, will be shipped in a tightly sealed container, compliant with chemical transport regulations. Packaging ensures protection from moisture, light, and physical damage. Shipping includes clear labeling and documentation for safe and secure domestic or international transit.
    Storage Store **(1S,5R,6S)-Ethyl 5-(pentan-3-yl-oxy)-7-oxa-bicyclo[4.1.0]hept-3-ene-3-carboxylate** in a tightly sealed container, protected from light and moisture. Keep at room temperature (15–25°C) in a well-ventilated area, away from heat, ignition sources, and incompatible substances such as strong oxidizers and acids. Use appropriate personal protective equipment when handling. Avoid prolonged exposure to air.
    Application of (1S,5R,6S)-Ethyl 5-(Pentan-3-Yl-Oxy)-7-Oxa-Bicyclo[4.1.0]Hept-3-Ene-3-Carboxylate

    Applications of (1S,5R,6S)-Ethyl 5-(Pentan-3-Yl-Oxy)-7-Oxa-Bicyclo[4.1.0]Hept-3-Ene-3-Carboxylate in Industrial Manufacturing

    As a specialized raw material supplier, we focus on unlocking the unique performance advantages of (1S,5R,6S)-Ethyl 5-(pentan-3-yl-oxy)-7-oxa-bicyclo[4.1.0]hept-3-ene-3-carboxylate across tightly defined downstream manufacturing segments. The following application scenarios highlight authentic integration points, formulation strategies, and compliance pathways for this material in real-world industrial environments.

    1. Advanced Resin Modifiers for UV-Curable Coatings

    Manufacturers use this bicyclic ester as a reactive diluent and molecular structure modifier in oligomeric blends for UV-curable coatings. Its steric configuration introduces targeted flexibility for scratch-resistant and fast-curing surface layers in electronics, optical components, and specialty wood coatings. Producers adjust the loading based on crosslinking requirements, achieving precise flow, adhesion, and mechanical targets within regulated production environments.

    Industry compliance standards

    • REACH Regulation (EC) No 1907/2006 for chemical safety in coatings
    • EN 71-3 Migration of Certain Elements (for toys and consumer articles)
    • RoHS Directive 2011/65/EU for electronic coatings
    • ISO 9001:2015 certified quality management

    Typical usage ratio

    • 5–20% by weight in resin formulations; formulators adjust based on viscosity targets and photoinitiator system reactivity

    Downstream process integration

    • Incorporated during the resin premix stage, prior to photoinitiator addition and final letdown
    • Blended at controlled temperature for homogeneity; vacuum degassing follows to remove microbubbles

    Final product types

    • Electronics circuit board conformal coatings
    • High-clarity optical and display device surfaces
    • Scratch-resistant wood and furniture finishes
    • Specialized graphic inks and overprint varnishes

    2. Monomer for Specialty Polymer Synthesis in Adhesives

    Formulators apply this molecule as a low-viscosity comonomer to custom-engineered acrylic adhesives requiring balanced elasticity and cohesive strength. Its bicyclo-core imparts improved heat and chemical resistance in pressure-sensitive adhesive (PSA) tapes and structural glues, especially for automotive and electronics assembly lines where high-shear performance is mandatory.

    Industry compliance standards

    • ISO 10993-5 for cytotoxicity safety in medical device adhesives
    • UL 746C for polymeric adhesive systems
    • IATF 16949:2016 automotive sector quality system (if used for automotive electronics)
    • TSCA (Toxic Substances Control Act) registration in the United States

    Typical usage ratio

    • 3–10% by weight as a comonomer in acrylic adhesive backbones; proportional adjustments depend on tack versus peel strength trade-offs

    Downstream process integration

    • Added to the monomer premix before polymerization; co-reacted with acrylate and possibly methacrylate monomers under controlled temperature with chain transfer agents
    • Mixers fitted with N2 blanketing to prevent premature polymerization

    Final product types

    • Double-sided electronic assembly tapes
    • Automotive interior and trim adhesives
    • Medical device adhesive films
    • Structural bonding tapes for appliance assembly

    3. Building Block in Pharmaceutical Intermediate Synthesis

    API producers integrate this oxabicyclic ester as a chiral building block in multistep syntheses of certain next-generation pharmaceutical intermediates, particularly where unique stereochemical integrity and controlled reactivity are critical in the synthesis of complex molecules, including intermediates for antivirals or specialty CNS actives.

    Industry compliance standards

    • ICH Q7 Good Manufacturing Practice for Active Pharmaceutical Ingredients
    • USP-NF Monograph standards for relevant intermediates
    • European Pharmacopoeia 11th Edition (Ph. Eur.) purity and identification guidelines
    • FDA 21 CFR Part 211 cGMP for finished pharmaceuticals

    Typical usage ratio

    • Typically introduced in stoichiometric quantities matching the intended intermediate yield; exact molar equivalents calculated per reaction route and impurity profile targets

    Downstream process integration

    • Added in controlled addition steps during multi-stage batch or continuous synthesis, often involving nucleophilic substitution, ester hydrolysis, or cycloaddition reactions under cGMP frameworks

    Final product types

    • Pharmaceutical intermediates for CNS-active agents
    • Precursors for antiviral active ingredients
    • Protected chiral synthons in research pipelines

    4. Precursor in High-Performance Elastomer Manufacture

    This raw material serves as a functional modifier in the microstructure design of thermoset elastomers for advanced automotive and aerospace applications. Its unique backbone and side-chain architecture modifies crosslink density, driving performance in static seals and dynamic dampers exposed to chemical and thermal stress.

    Industry compliance standards

    • SAE AMS 3215 technical requirements for elastomeric seals
    • ISO 23936-2 for elastomers in oil and gas service
    • UL 94 flammability testing for finished elastomeric components
    • ISO 14001:2015 for environmental management in high-volume elastomer manufacturing

    Typical usage ratio

    • 1–7% by weight as a functional additive or reactor monomer in elastomer blends; adjusted according to desired hardness, elongation, and swelling resistance

    Downstream process integration

    • Introduced at the compounding stage, prior to vulcanization or crosslinking, typically in internal mixers or twin-screw extruders with temperature-controlled profiles

    Final product types

    • Automotive fuel system seals and gaskets
    • Aerospace vibration isolation mounts
    • Industrial pump diaphragms
    • Chemical-resistant valve seats

    5. Reactive Intermediate in Agrochemical Active Ingredient Synthesis

    Producers utilize this compound as a tailored intermediate for synthesizing certain oxabicyclic pesticides with specific spatial geometry requirements, favoring consistent conversion yields and minimized by-product formation under regulated, multi-step syntheses. The compound’s unique core supports the construction of active molecules applied in selective herbicide and fungicide manufacture.

    Industry compliance standards

    • FAO/WHO Guidelines for the quality control of pesticide active ingredients
    • EU Regulation (EC) No 1107/2009 on placing plant protection products on the market
    • ISO 17025 quality management for chemical analysis labs
    • US EPA FIFRA (Federal Insecticide, Fungicide, and Rodenticide Act) registration requirements

    Typical usage ratio

    • Calculated as required by step-yield in each chemical synthesis batch; typically 0.8–1.2 molar equivalents depending on the coupling partner and process conditions

    Downstream process integration

    • Employed during mid-stage condensation or addition reactions, under inert atmosphere; purity critical for successful downstream cyclization or protection steps

    Final product types

    • Fungicide active ingredient intermediates
    • Herbicide precursor molecules for selective weed targeting
    • Fine chemical building blocks for commercial pesticide actives
    Free Quote

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    Certification & Compliance
    More Introduction

    (1S,5R,6S)-Ethyl 5-(Pentan-3-Yl-Oxy)-7-Oxa-Bicyclo[4.1.0]Hept-3-Ene-3-Carboxylate: Manufacturer’s Perspective

    Understanding the Backbone of Innovation

    As manufacturers, we spend our days navigating through the possibilities of molecular design, unlocking new opportunities for innovation. Our specialty involves producing complex and refined products that serve as vital building blocks in advanced chemical synthesis. Among these, (1S,5R,6S)-Ethyl 5-(Pentan-3-Yl-Oxy)-7-Oxa-Bicyclo[4.1.0]Hept-3-Ene-3-Carboxylate stands out not just for its structure, but for the roles it plays across several sectors. Day after day, the pressure to maintain purity, scalability, and reliability occupies our labs and conference tables. Manufacturing this compound has forced us to revisit and refine methods that push the limits of current technology. Each batch begins with rigorous feedstock selection, and every gram that leaves the plant passes layers of hands-on scrutiny. Production teams approach it not as an abstract line item but as a challenge, because its stereochemistry and ring system demand devotion to both science and practical know-how.

    How Structure Impacts Real-World Performance

    In our experience, the impact of subtle changes in molecular configuration echoes through every stage, from synthesis to finished formulation. This material—thanks to its stereochemical purity and its oxabicyclic ring—acts both as a creative lever for chemists and as a bottleneck when purity thresholds slip even marginally. The oxygen bridge in its bicyclic skeleton brings added stability, without introducing unwanted reactivity in downstream chemistry. Across multiple customer projects, repeatability depends on strict control over the cis/trans ratios and no short-cuts in enantiomeric excess. Over the past year, we have seen direct feedback: customers building advanced agrochemicals and specialty polymers return with requests for repeat lots where the smallest deviation at the chiral centers causes cascading effects on efficacy. Plants that have synthesized similar skeletal motifs comment on reduced waste when using material with our profile, particularly when building up stereochemically rich architectures.

    What Sets This Material Apart From Others

    While reviewing sample libraries together with partners, the question often comes up: how does this product differ from more conventional etherified bicyclic compounds or simple carboxylate esters? The line between commodity and specialty chemical gets sharper. This product’s combination of a pentan-3-yl-oxy substituent, a delicate ethyl ester group, and the encapsulating 7-oxa-bicyclo[4.1.0]hept-3-ene ring unlocks architectural diversity. The group at the fifth position delivers a degree of hydrophobic balance and solubility that basic analogs simply can’t mimic. Colleagues synthesizing candidate materials for drug discovery value the less basic ether linkage, which permits downstream functionalization without undesired side reactions. Simply swapping the pentan-3-yl chain, as some have tried, lands researchers with materials that polymerize too quickly or resist further modification. The bicyclic core, especially with its oxygen atom, delivers rigidity and unique spatial arrangements—a quality that polymer scientists tap for cross-linked and structurally novel resins.

    Lessons Learned on the Manufacturing Floor

    Scaling this product from bench to plant size has asked a lot of our veteran operators. Each scale-up brings learning moments, whether managing the exothermic nature of ring-closing steps or maintaining phase separation efficiency during washings. Thickening agents, sometimes added to streamline the etherification, can create headaches if not cleared well before the esterification step. As raw material costs fluctuate, our purchasing team confronts the trade-offs of buying in larger lots, yet our synthesis experts take nothing for granted. Every kilogram is subjected to liquid chromatography and chiral HPLC, ensuring that the product leaving our gates can stand up to validation by our most critical partners. We have logged hundreds of process-control hours on this line, turning setbacks during cold-weather months into upgrades that buffer against batch-to-batch variation.

    From Lab Trials to Industrial Adoption

    Every introduction of a structurally intricate molecule ripples through product development and research. Where simpler alicyclic esters might falter due to instability or lack of selectivity, this compound shines, holding up through polymerization, extended storage, and multiple downstream transformations. Contract manufacturers trialing similar motifs have sent us performance data that highlights longer shelf life and improved product consistency in applications as diverse as controlled-release agrochemicals and functional adhesives. The direct feedback loop from custom synthesis customers, especially those working in medicinal or crop-protection chemistry, builds our confidence in pushing for even tighter specifications over time. Very little in this category of molecules is truly “plug and play”; practical experience tells us that formulation chemists prioritize ease of handling and reliable integration. Samples stocked on research benches—weeks or months old—keep demonstrating resistance to atmospheric moisture and thermal cycling, which spares chemists repeat reprecipitation and dry-down cycles.

    Field Reports: What Makes a Difference Out in the Industry

    Across site visits, the upstream requirements for certain products have exposed gaps in supply chain reliability. With (1S,5R,6S)-Ethyl 5-(Pentan-3-Yl-Oxy)-7-Oxa-Bicyclo[4.1.0]Hept-3-Ene-3-Carboxylate, advanced material handlers bring up themes of batch reproducibility and traceable supply records. Over the years, teams purchasing through inconsistent channels have suffered from drift in melting ranges or variable optical rotation values. Our process has evolved to verify each lot using multiple orthogonal techniques, not just the industry minimum. As chemical manufacturers who work shoulder-to-shoulder with customers on the line, questions like “Does this lot match last year’s run?” don’t get punted to a generic quality manager. Instead, each synthesis route—each tweak in temperature program or solvent exchange—links directly to a well documented process log. We believe that cumulative attention to these workflows delivers more than abstract peace of mind; it frees up the end user from surprises and costly troubleshooting later on.

    Specification in Action, Not on Paper

    Nothing drives home the reality of specification differences like hands-on applications. For this particular bicyclic carboxylate, the purity profile and residual solvent spectrum directly influence polymer end-group fidelity. Some manufacturers accept purities above 97% and call it a day. We chase higher thresholds because our direct experiences with specialty plastics producers have shown that minor impurities shift polymerization rates, causing unpredictable molecular weights and finished properties. In medicinal chemistry, even small chiral impurities can muddy SAR data—the weeks lost chasing down a ghost peak on an NMR spectrum cost more than shaving a few dollars off the initial purchase price. Having worked through unexpected ZIP code changes and customs delays, we know the value of batch records that include not just final assay but full spectra and process notes. The market rewards not volume alone but reliability backed by real data.

    Real Examples from Downstream Users

    On one agrochemical project, researchers reported higher-than-expected yields in their final products and traced it back to starting with stereochemically defined batches. The presence of the pentan-3-yl-oxy side chain delivered lipophilicity that improved formulation characteristics, reducing need for costly co-solvents. Teams in resin development cited the rigidity of the oxabicyclic skeleton as a key enabler in creating heat-resistant materials that maintain dimensional integrity under stress. Case after case, the conversation cycles back to subtle structure differences generating clear functional advantages—no abstract metrics, just outcomes you can see and measure in the finished application. Formulators working in harsh environments—exposed to swings in humidity and temperature—gain the most from consistency in physical parameters such as melting point and viscosity. Lot records make troubleshooting fast and accurate, sparing rework and wasted materials.

    Supplier Differentiation that Matters

    Markets for intermediates like this one tend to lump together suppliers who meet only minimum standards. From the inside, the differences stand out clearly. Slow-moving supply chains or ambiguous documentation leave even seasoned buyers scrambling. As manufacturers, we make a point of running stability studies and posting actual shelf-life results—real numbers, not estimates. Over time, partners develop trust when recurring performance data lines up with what gets delivered to the loading dock. Feedback loops between production, shipping, and customer applications turn each complaint or suggestion into a trigger for corrective action. This working cycle plays out in process optimization: tweaks in distillation technique, or tighter control during solvent removal, can lead to cleaner product and faster regulatory filing for the customer. We see long-term value in building supply partnerships, because both sides learn and improve together. In a market full of interchangeable goods, investments in process transparency and technical support shift the conversation from price-point chasing to project completion and value delivered.

    Regulatory Scrutiny and Quality by Design

    Controls for intermediates destined for regulated markets extend beyond purity certificates. We dedicate resources to anticipating the questions and audits that arise when producing advanced intermediates for pharmaceutical use. Trends over the last few years reveal increasing calls for quality-by-design approaches. This means every tweak in the process—from choice of solvent down to drying curves—is mapped, justified, and validated. Each process change triggers test runs, then data review sessions that bring together analysts, operators, and regulatory experts. By embedding quality into the design of the manufacturing pathway, we shrink response times if a regulatory inquiry lands on the desk. Batch recall protocols, full traceability from starting materials through to final product, and secure documentation all build a buffer against the unexpected. From experience, shortcuts rarely deliver lasting benefit; cost savings gained by dialing back on process scrutiny tend to bite back during a regulatory cycle where auditors dig deep.

    Outlook: Where We See the Next Step

    Fielding partner requests for analog synthesis and scale-up services points to a new wave of custom and semi-custom demands. While the core of the molecule described above remains consistent, small tweaks—substituting side chains, adjusting ring substituents—create a family of related products, each with unique application profiles. Our R&D teams dedicate time and column space not just to replicating the lead product but to iterating and customizing for partners through modular process flows. At every step, operational feedback shapes the evolution: easier handling, more stable intermediates, lowered wastage. There’s a shared benefit in moving from a transactional model—focusing solely on volume and price—to a development partner paradigm, where both risk and reward are shared through active knowledge exchange.

    Sustainability and Supply Continuity: Lessons from Daily Practice

    These days, focus shifts to greener chemistry choices and streamlined energy use. In the process of manufacturing this bicyclic ester, we have weighed multiple process steps for environmental impacts, switching to solvent systems and energy inputs that shrink waste without lowering yield. Teams auditing our plants give credit to real reduction in emissions achieved by closed-loop solvent recovery procedures and adapting processes to fit renewable feedstocks where possible. Beyond compliance pressures, the ongoing volatility of global supply demands robust contingency plans. Redundancies in raw material sourcing, layered with multi-site production capabilities, have allowed us to weather transport strikes and freight delays. This approach insulates both us and our partners from market shocks. Old habits—like overreliance on single-route synthetic steps—give way to built-in flexibility, earned through years of hands-on troubleshooting.

    Interactive Collaboration on Product Applications

    One core difference between serving literature-scale and industrial-scale needs lies in the support network. As the actual producer, we don't ship material and step back. Chemists working in fields from new material development to crop science get access to our technical bench to solve application hiccups or design pilot runs. Examples pile up quickly: a resin manufacturer working through unexpected color development, a pharma developer needing extended stability data, or a process engineer facing crystallization concerns. Direct communication channels translate incremental improvements in product specification to measurable savings in cost and time—an effect that accumulates with every product cycle. Our line teams keep key contacts available, so site-specific needs don’t fall through the cracks in a help desk queue.

    The Value of Real-World Experience

    Publishing high-level figures or reciting theoretical benefits only tells half the story. Walking through an audit with a new partner, or carrying out side-by-side trials under scaled-up conditions, shows the gaps that can open between idealized lab work and actual manufacturing. The lessons learned while debugging a stuck distillation column, or retracing analysis when a spectral impurity pops up, stick in the minds of those who live through them. Patterns develop: customers whose teams stay in active dialogue see faster problem resolution and—even in a market that never stands still—gain a layer of resilience. There is no substitute for feedback rooted in repeated trial, troubleshooting, and shared technical knowledge. That culture, established on the production floor and carried onto partner sites, underpins the consistent delivery of high-value, structurally challenging compounds like (1S,5R,6S)-Ethyl 5-(Pentan-3-Yl-Oxy)-7-Oxa-Bicyclo[4.1.0]Hept-3-Ene-3-Carboxylate.

    Looking to the Future: Next Steps for Improvement

    As demand shifts from commodity-level to value-enhanced intermediates, upstream and downstream teams both benefit from transparency and commitment to technical depth. The product’s performance history, captured through internal reports and external partner feedback, shapes the direction of both process innovation and customer support. Every year brings a push for tighter tolerances, more robust analytical methods, and shorter response times to inquiries and unforeseen disruptions. The intention is not to build an unreachable standard but to close the loop between molecule design and application delivery. A future where customer teams pick up the phone to discuss real-time data and rapid process modifications points to the next level of chemical manufacturing: collaborative, resilient, and built on the trust earned by making thousands of liters—not just a handful of samples—work in the real world.