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(1S,2S,3R,5S)-(+)-2,3-Pinanediol

    • Product Name (1S,2S,3R,5S)-(+)-2,3-Pinanediol
    • Alias (−)-Pinanediol
    • Einecs 211-373-3
    • 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
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    Specifications

    HS Code

    362586

    Chemical Name (1S,2S,3R,5S)-(+)-2,3-Pinanediol
    Molecular Formula C10H18O2
    Molecular Weight 170.25 g/mol
    Cas Number 20880-92-6
    Appearance Colorless to pale yellow liquid
    Boiling Point 221.7 °C (lit.)
    Melting Point 40-44 °C
    Optical Rotation [α]D20 +28° (c=1, CHCl3)
    Density 0.995 g/mL at 25 °C (lit.)
    Purity Typically ≥97%
    Refractive Index n20/D 1.475
    Solubility Slightly soluble in water, soluble in organic solvents

    As an accredited (1S,2S,3R,5S)-(+)-2,3-Pinanediol factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing A 25-gram amber glass bottle with a tightly sealed cap, labeled "(1S,2S,3R,5S)-(+)-2,3-Pinanediol," and hazard information.
    Shipping (1S,2S,3R,5S)-(+)-2,3-Pinanediol is typically shipped in tightly sealed containers, protected from moisture and excessive heat. It is classified as a non-hazardous material but should be handled with care. Ensure proper labeling and documentation in compliance with local and international chemical transport regulations. Avoid direct sunlight during shipping.
    Storage (1S,2S,3R,5S)-(+)-2,3-Pinanediol should be stored in a tightly sealed container in a cool, dry, and well-ventilated area, away from heat, sparks, and sources of ignition. Protect from light and moisture. Recommended storage temperature is 2–8°C (refrigerator). Ensure containers are labeled properly and comply with all local chemical storage regulations. Avoid contact with strong oxidizing agents.
    Application of (1S,2S,3R,5S)-(+)-2,3-Pinanediol

    Applications of (1S,2S,3R,5S)-(+)-2,3-Pinanediol in Industrial Manufacturing

    (1S,2S,3R,5S)-(+)-2,3-Pinanediol serves as a chiral auxiliary and resolving agent in a range of precision industrial applications, where its enantiomeric purity and chemical stability enable advanced synthesis in key sectors. Our manufacturing expertise ensures consistency and quality, supporting downstream customers in regulated high-value processes. The following scenarios highlight established uses across four differentiated manufacturing domains, with a focus on real-world production standards, established process steps, and final product types.

    1. Asymmetric Synthesis in Pharmaceutical API Manufacturing

    Many active pharmaceutical ingredient (API) producers rely on (1S,2S,3R,5S)-(+)-2,3-Pinanediol as a chiral auxiliary in the synthesis of enantiomerically enriched intermediates, especially for β-amino acids and α-hydroxy acids. Its ability to induce stereoselectivity in aldol and Michael addition reactions has led to adoption in GMP manufacturing lines where batch-to-batch consistency, traceability, and regulatory compliance remain critical for finished drug substances.

    Industry compliance standards

    • ICH Q7 Good Manufacturing Practice (GMP) for APIs
    • European Pharmacopoeia (Ph. Eur.) for API purity specifications
    • FDA 21 CFR Part 210/211
    • USP General Chapters — Residual Solvents, Optical Purity Test

    Typical usage ratio

    • 0.9–1.2 molar equivalents relative to the starting enolate or reactive carbonyl substrate in the chiral induction stage; ratio adjusted for substrate reactivity and stereoselectivity targets

    Downstream process integration

    • Introduced during the chiral auxiliary attachment phase prior to stereoselective condensation
    • Removed post-reaction by hydrolytic or reductive cleavage; auxiliary recycled after purification

    Final product types

    • Optically pure β-amino acid derivatives for peptide API synthesis
    • Non-racemic α-hydroxy acids integrated into antihypertensive or antiviral drug substances
    • Enriched chiral alcohol intermediates for proprietary pharmaceutical building blocks

    2. Resolution of Racemic Organometallic Catalysts in Fine Chemical Synthesis

    Producers specializing in fine chemicals and ligands for homogeneous catalysis employ (1S,2S,3R,5S)-(+)-2,3-Pinanediol to resolve racemic mixtures of phosphine and phosphite ligands, particularly those based on phospholane and oxazoline frameworks. The material’s high enantioselectivity enables precision downstream hydrogenation and hydroboration catalyst production at kilogram-to-ton scale.

    Industry compliance standards

    • ISO 9001:2015 Quality Management System
    • REACH registration and compliance for manufacturing and handling of specialty chemicals
    • OECD GLP for analytical certification of purity and enantiomeric excess

    Typical usage ratio

    • 1.0–1.2 eq. relative to racemate, with further adjustment based on desired yield and recovery rate; excess is minimized to facilitate downstream recycling

    Downstream process integration

    • Reacted with racemic ligand precursors to form diastereomeric complexes
    • Diastereomers separated by crystallization or chromatography; auxiliary cleaved and recovered after ligand resolution

    Final product types

    • Enantiopure phosphine and bisphosphine ligands for hydrogenation catalysts
    • Chiral diphosphine oxazoline complexes for fine chemical transformations
    • Precatalyst stock solutions for industrial catalytic asymmetric synthesis

    3. Stereoselective Synthesis of Agrochemical Intermediates

    Leading agrochemical manufacturers utilize (1S,2S,3R,5S)-(+)-2,3-Pinanediol as a chiral resolving agent in the synthesis of key intermediates for fungicides, insecticides, and herbicides. Because regulatory authorities scrutinize stereochemistry due to varying biological activity and environmental profiles, producers integrate this diol into well-controlled synthetic routes to ensure consistent isomeric purity in final crop protection agents.

    Industry compliance standards

    • FAO/WHO specifications for pesticide technical material
    • ISO 17025 certification for in-house analytical laboratories
    • EU Regulation (EC) No 1107/2009 on plant protection product safety and stereochemistry data requirements

    Typical usage ratio

    • 0.8–1.1 eq. based on molar input of the racemic intermediate; fine-tuned to optimize separation efficiency and minimize waste

    Downstream process integration

    • Added after initial racemate formation, generating diastereomeric derivatives for selective crystallization or extraction
    • Auxiliary cleaved after resolution, stream recycled to minimize environmental impact and cost

    Final product types

    • Chiral pyridine or pyrimidine intermediates for selective herbicide actives
    • Enantiomerically pure azole or diamide building blocks for fungicide and insecticide APIs

    4. Building Block for Fragrance Ingredient Synthesis

    Manufacturers of specialty aroma chemicals employ (1S,2S,3R,5S)-(+)-2,3-Pinanediol as a building block or chiral precursor in the synthesis of pinane-derived and menthane-based fragrance compounds, using it to achieve the enantioselectivity required for consistent odor quality and regulatory compliance in finished perfumery bases and fine fragrances.

    Industry compliance standards

    • International Fragrance Association (IFRA) Standards and Guidance
    • EU Regulation (EC) No 1223/2009 on cosmetic products
    • ISO 9235 definition for natural aromatic raw materials
    • Food Chemicals Codex (FCC) guidelines (for flavor ingredients)

    Typical usage ratio

    • Varies by target molecule; typically 10–20% of key reactant weight at key coupling stage, adjusted based on downstream yield of the chiral alcohol or diol

    Downstream process integration

    • Serving as the starting material in pinane or menthane skeleton transformations (e.g., via functional group interconversion or chiral introduction)
    • Incorporated prior to oxidation, esterification, or lactonization to yield target fragrance molecules

    Final product types

    • Pinanol and related alcohol derivatives for pine, woody, or fresh fragrance accords
    • Chiral lactones for specialty musk and orris notes
    • Menthane-based aroma compounds for both perfumery and flavor houses
    Free Quote

    Competitive (1S,2S,3R,5S)-(+)-2,3-Pinanediol prices that fit your budget—flexible terms and customized quotes for every order.

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    Certification & Compliance
    More Introduction

    Introducing (1S,2S,3R,5S)-(+)-2,3-Pinanediol: Insights from Our Laboratory Floor

    Every batch of (1S,2S,3R,5S)-(+)-2,3-Pinanediol starts with careful attention to the raw materials and the pressure gauges. At our production site, the air seems to thicken with expectation any time we start work on this compound. Chiral building blocks like this one demand an almost tactile relationship between our team and the instruments lining the room. Over the years, we’ve seen how even a small change in feedstock or the batch temperature leaves its fingerprint on the crystal structure and purity. Laboratories and production chemists across research, pharmaceuticals, and flavor industries often request this particular stereoisomer because of its exceptional role in asymmetric synthesis and in the creation of custom ligands.

    Understanding the Structure—And Why It Matters

    Looking down the barrel of a polarimeter, those of us on the plant floor notice right away if the specific rotation drifts from spec. We keep a close eye on the full stereochemistry—every carbon, every configuration, every hydroxy group. This molecule’s fixed, rigid bicyclic structure sets it apart from linear and less rigid glycols. The combined effect: our product helps researchers construct precise chiral environments, especially where metal-catalyzed reactions demand sharp selectivity. This matters in the lab because a single misstep in chiral purity can derail days or weeks of follow-up reaction work.

    Specifications Shaped by Experience

    Each canister that leaves our warehouse contains (1S,2S,3R,5S)-(+)-2,3-Pinanediol at >99% enantiomeric excess and purity, confirmed on our in-house chiral HPLC and NMR machines. The melting range and moisture level are checked before sealing. Over years of filling orders for pharmaceutical research and custom synthesis outfits, we’ve learned it’s not just about chemical purity—trace metal content, residual solvents, and particle size have a way of showing up in unexpected ways on the bench. We shield every batch from oxygen and moisture, as repeated feedback from synthetic chemists taught us how quickly these contaminants can make a difference. The difference between a smooth ligand formation and a failed reaction often traces back to those small details in the checks.

    From Production to Application—Daily Impacts

    In our facility, the process does not end when the product is packed. We field questions weekly from research chemists who want insight into how our (1S,2S,3R,5S)-(+)-2,3-Pinanediol will behave with their particular metal centers or in their active pharmaceutical ingredient programs. The more we scale up batches for their programs, the more we see the consequences of minute impurities—fermentation yields, catalyst deactivation, byproduct formation. This molecule’s rigid structure and enantiopurity have made it one of the most referenced and ordered diols for preparing corresponding boronate esters and other chiral auxiliaries. In asymmetric catalysis, slight drift in enantiopurity cascades through production lines; the product’s reputation owes as much to our batch controls as to its chemical structure itself.

    Real Differences from Other Pinanediols—and Why They Matter

    On the surface, pinanediols may look alike in a catalog. Our work tells a different story. Other suppliers sometimes ship racemic mixtures or batches with uncertain lot history, but we’ve noticed synthetic chemists pick ours because of repeatable, traceable batches. Several competing products on the market may come as either racemic or as different stereoisomers, sometimes without this degree of clarity on configuration. In situations demanding predictable results—such as constructing transition metal complexes or crafting drug intermediates—the wrong stereoisomer unravels downstream selectivity.

    We’ve watched the ramifications of these errors firsthand—customers reaching out in frustration after troubleshooting weeks of failed runs, only to trace back to an impurity or an unexpected isomer in their starting material. In contrast, our commitment runs through chromatography, rotations, and purity checks designed to catch even subtle out-of-spec signals. Customers have told us how this consistency helps them eliminate the need for secondary purification or for running parallel screens to confirm which batch will work. Fewer headaches, more productivity.

    Production Footprint and Supply Reliability—Our View from the Floor

    Stable logistics and steady production lines unlock real benefits for our customers. We don’t shy away from challenges—supply chain fluctuations in natural terpene precursors, regulatory shifts, or seasonal labor swings. Some of our biggest wins have come from planning raw material procurement months ahead of time, especially during global supply squeezes. Each kilogram of (1S,2S,3R,5S)-(+)-2,3-Pinanediol represents effort across teams: procurement making early commitments; operators watching crystallizations; QC staff logging data into batch records, sometimes late into the night. This on-the-ground attention drives the batch-to-batch reproducibility that keeps research moving forward at key biotech, pharmaceutical, and academic partners.

    Chemical manufacturing never runs in a vacuum. Real-world pressures—energy prices spiking, feedstock shortages, customs unpredictability—have the power to shape output. Years of grappling with these factors mean we don’t promise what we can’t deliver, and surprises rarely crop up for customers relying on timelines. Several partners have remarked on how straightforward and transparent our supply cycles have become compared to past experiences with resellers or overseas brokers. Keeping communication clear and processes tightly controlled helps ensure researchers don’t lose days or weeks waiting for a key shipment.

    Bringing End-Use Value through Process Improvements

    Engineering teams look for tweaks year-round to keep yields high and minimize byproducts. Troubleshooting reactor fouling, optimizing workup steps, and swapping older filters for newer designs—each upgrade finds its way into the next batch record and, eventually, into the final product. Our on-site staff have a habit of fine-tuning purification columns after every campaign, pushing each cycle for higher throughput and fewer impurities.

    These operational shifts matter downstream for scientists scaling up asymmetric syntheses or building complex chiral catalysts. Consistently high enantiomeric purity and low trace contaminants strip hours off their purification steps. It’s routine in our quality feedback surveys for partners to report improved yields and fewer process stoppages when switching to our batches versus legacy inventory or mixed-isomer supplies. Those efficiency gains ripple through from bench to pilot plant.

    Responding to Customer Needs: Case Stories from the Lab

    Chemists send us feedback—sometimes glowing, sometimes blunt. One pharmaceutical client, developing a new API, saw a spike in regioselectivity after switching to our (1S,2S,3R,5S)-(+)-2,3-Pinanediol. Their team previously fought through inconsistent runs using off-spec batches from a third-party supplier and pointed out the lowered impurity profile as the game-changer for their crystallization step. Another synthetic group, working on advanced boronate ligands, came to us with solubility challenges in their system. Our technical team suggested experimental protocols and adjustments based on years spent handling the molecule on the kilo scale. Their gratitude became a long-term partnership, and their feedback fed back into tweaks along our packaging and logistics pipeline.

    Occasionally issues creep in. It takes humility and experience to handle batch-specific quirks. Once, a customer flagged a higher-than-usual water content in a routine QA test. Within two hours, our technical staff ran reruns and found the source—a minor leak in storage. That day underscored the need for relentless inspections. The same commitment fuels our batch tracking and lot-specific certificates, aimed at keeping partners’ labs free from preventable setbacks.

    Broader Industry Impact and Beyond

    Chiral auxiliaries hold a special place in the everyday rhythm of pharmaceutical and agrochemical process development. Many top-tier drug manufacturers, academic groups, and advanced materials researchers circle back year after year for this single compound. They often mention its ability to speed up route scouting, boost selectivity in metal-catalyzed couplings, and serve as a reliable intermediate for downstream modifications.

    The compound’s rigid bicyclic skeleton blocks unwanted isomerization during multistep syntheses and increases selectivity in applications like boronate ester formation. In flavor and fragrance chemistry, its structure confers subtle but key advantages. The difference from more flexible diols such as 1,2-ethanediol or 1,2-propanediol surfaces at the application level—customers find the unique stereochemistry necessary for laying down the right framework for high-value chiral intermediates or block ligands.

    Continuous Learning—How Feedback Loops Shape Our Offerings

    Local and international research landscapes evolve, and so must our processes and products. Over the past decade, the amount of custom feedback we receive from small labs and large plants alike has only grown. Many of these insights translate directly into process refinements or new analytical procedures. Custom pack sizes, improved container linings, new certificate templates—all arise because someone at a bench or in a production suite shared what didn’t work for them previously. We keep records of these requests and feed them directly into quarterly process reviews with our technical and operations staff.

    Teams on the floor can recount stories of midnight troubleshooting, scrambling to meet a customer’s spec or to explain an unexpected analytical blip. These moments forge expertise you can’t buy from a catalog. We pass every lesson down the line, from new hires to tenured operators, strengthening both technical knowledge and customer service over time.

    Quality Isn’t Just a Specification—It’s Practice

    We don’t think in terms of generic quality statements. For us, quality shows up as the FTIR spectra we save for every batch, the LIMS records detailing minute deviations, and the jackets we pull over fresh drums to avoid condensation. Each product story involves chemists, engineers, and techs who sweat the tiny verification steps many buyers never notice—argon-purged bulk storage, double-sealed drums, or backups for shipping delays.

    Colleagues across production, QA, and application support know that standardized workbooks and unchecked boxes never carry a batch to its destination; sustained discipline does. This focus on action over platitudes underlines why so many customers transition away from generic, unspecific suppliers. Researchers tell us, time and again, that predictable results start and end with predictable suppliers.

    Tailoring Beyond Standard Uses—Supporting Innovation

    Not every order of (1S,2S,3R,5S)-(+)-2,3-Pinanediol supports standard asymmetric reduction screens or boronate complexations. We’ve supported niche projects including custom ligand scaffolds for academic inorganic groups, advanced chiral polymer syntheses, and work on next-generation fragrance molecules. With each new application, feedback cycles help us tweak drying protocols, pack sizes, or delivery timelines. Some research timelines stretch thin—our teams know the cost for our customers if shipments slip or a drum lands out-of-spec.

    Requests sometimes come with specific performance challenges. A biotechnology customer needed ultra-dry, high-purity material for integration into a new class of biocatalyst supports. We worked with them on a side-by-side trial, running accelerated stability studies to test how microgram-level impurities affected their product function. The collaboration led to minor modifications in our post-drying packing and to a dedicated shipping protocol that preserved the material until they ran their runs. Through lessons like these, our offering grows more refined over time, always circling back to what the real world needs.

    Supporting Regulatory and Analytical Requirements

    Process documentation, traceability, and batch data matter more than ever. Regulatory checks, increasing every year, shape the way we handle analytics, batch histories, and customer documentation. Our internal tracking systems register every change—no switches without full review and signoff. We archive every batch’s NMR, HPLC, and trace analysis profile, giving customers confidence for upstream audits and checklists. Requests for supply chain transparency and sustainability data now arrive regularly, pushing us to archive not just test results but source origin and chain-of-custody logs.

    Supporting customers through their regulatory or scale-up milestones often means preparing formal documentation and technical dossiers in time for submission deadlines. We treat these deadlines with the same urgency as a production batch, knowing how much downstream work depends on timely, credible paperwork.

    Looking Forward—Challenges and Directions in Chiral Chemistry

    As new chiral ligands, catalysts, and processes emerge, subtle tweaks in building blocks like (1S,2S,3R,5S)-(+)-2,3-Pinanediol will shape productivity and process efficiency in the industry. Discussions with academic partners hint at higher throughput screening tools, greater emphasis on green chemistry, and new patent landscapes, especially for complex natural product syntheses. Our involvement gives us a close view into the technical and logistic gaps in the field—a reminder that innovation means staying as close to researchers’ evolving needs as possible.

    We expect automation, data analysis, and advanced analytics to change how specifications, lot histories, and delivery schedules are monitored. Our internal team is already working with new digital tools to track process yield, environmental footprint, and QA drift with even greater precision. The next few years will see more targeted adjustments to these processes based on what our customers demand and what regulators enforce.

    Conclusion—Experience-Informed Service for Real Progress

    Our experience as a direct manufacturer of (1S,2S,3R,5S)-(+)-2,3-Pinanediol shapes every aspect of our operations—from raw material procurement and batch synthesis to troubleshooting and customer support. Working side-by-side with leading researchers and production chemists, we appreciate how product quality, batch traceability, and on-the-ground support combine to keep research moving forward. Each order reflects hundreds of small decisions—optimizations, checks, and feedback—made by people who respect and understand the scientific process that depends on reliable building blocks.