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(1S,2S)-(+)-N-(4-Toluenesulfonyl)-1,2-Diphenylethylenediamine

    • Product Name (1S,2S)-(+)-N-(4-Toluenesulfonyl)-1,2-Diphenylethylenediamine
    • Alias TsDPEN
    • 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

    893156

    Product Name (1S,2S)-(+)-N-(4-Toluenesulfonyl)-1,2-Diphenylethylenediamine
    Cas Number 151213-36-6
    Molecular Formula C21H22N2O2S
    Molecular Weight 366.48 g/mol
    Appearance White to off-white solid
    Optical Rotation [α]D20 = +225° (c=1, EtOH)
    Melting Point 158-162 °C
    Solubility Slightly soluble in ethanol, dichloromethane
    Purity ≥98%
    Storage Temperature 2-8 °C
    Synonyms Ts-DPEN, (S,S)-TsDPEN
    Smiles CC1=CC=C(C=C1)S(=O)(=O)N[C@H](C2=CC=CC=C2)[C@H](N)C3=CC=CC=C3

    As an accredited (1S,2S)-(+)-N-(4-Toluenesulfonyl)-1,2-Diphenylethylenediamine factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing The chemical is packaged in a 5-gram amber glass bottle with a screw cap, labeled with product name, structure, and hazard warnings.
    Shipping **Shipping Description:** (1S,2S)-(+)-N-(4-Toluenesulfonyl)-1,2-Diphenylethylenediamine is shipped in a securely sealed, chemical-resistant container. The package is clearly labeled and padded to prevent breakage. Shipment complies with relevant chemical transport regulations, ensuring protection from moisture, light, and heat. Temperature-controlled or hazardous material handling applies if required by regulatory guidelines.
    Storage Store **(1S,2S)-(+)-N-(4-Toluenesulfonyl)-1,2-Diphenylethylenediamine** in a tightly sealed container, protected from light and moisture, in a cool, dry, and well-ventilated area. Keep away from incompatible substances such as strong oxidizers and acids. Recommended storage temperature is at 2–8°C (refrigerated). Ensure proper labeling, and handle with appropriate personal protective equipment to minimize exposure.
    Application of (1S,2S)-(+)-N-(4-Toluenesulfonyl)-1,2-Diphenylethylenediamine

    Applications of (1S,2S)-(+)-N-(4-Toluenesulfonyl)-1,2-Diphenylethylenediamine in Industrial Manufacturing

    (1S,2S)-(+)-N-(4-Toluenesulfonyl)-1,2-Diphenylethylenediamine serves as a key chiral auxiliary and ligand in downstream synthesis of pharmaceuticals and specialty fine chemicals. Our manufacturing process ensures consistent enantiopurity and quality to support demanding industrial applications where stereochemistry controls product yield and regulatory acceptance. Explore several established downstream scenarios where manufacturers integrate this chiral diamine to meet global compliance, achieve targeted purity, and enhance process control.

    1. Asymmetric Hydrogenation Catalysis in Active Pharmaceutical Ingredient Synthesis

    Pharmaceutical companies require highly selective chiral catalysts for the synthesis of optically pure APIs, notably when preparing intermediates for cardiovascular and CNS medications. The toluenesulfonyl-protected diamine functions as a privileged ligand in rhodium- and ruthenium-catalyzed asymmetric hydrogenations, enabling control of enantioselectivity and reduction of costly resolution steps. Its robust stereocenter supports high turnover rates and is compatible with typical process solvents used in cGMP-compliant plants.

    Industry compliance standards

    • ICH Q7 (Good Manufacturing Practice Guide for Active Pharmaceutical Ingredients)
    • US FDA 21 CFR Part 211 (Current Good Manufacturing Practice for Finished Pharmaceuticals)
    • European Pharmacopoeia (Ph. Eur.) requirements for chiral intermediates
    • Japanese Pharmacopeia (JP) process control standards

    Typical usage ratio

    • 0.5–2.0 mol% relative to the substrate; exact quantity depends on target enantiomeric excess and specific catalyst system

    Downstream process integration

    • Ligand addition occurs at the catalyst charging phase in hydrogenation reactors, after substrate and solvent introduction but prior to hydrogen gas application. Recovery protocols follow hydrogenation step for process economy.

    Final product types

    • Pharmaceutical active ingredients (APIs) such as chiral β-blockers, antidepressants, and anti-hypertensive agents
    • Intermediates for further modification and finishing

    2. Chiral Auxiliary in Peptide Synthesis for Small-Molecule Drug Development

    Within peptide drug R&D and manufacture, the diamine derivative acts as a chiral auxiliary for enantioselective synthesis of non-proteinogenic amino acid building blocks. The temporary attachment of the auxiliary enables downstream N-deprotection and isolation of single-enantiomer products without column chromatography, improving batch-to-batch purity and scalability in kilo-lab and pilot plant settings.

    Industry compliance standards

    • USP General Chapter <1045> Biotechnology-Derived Articles
    • European Medicines Agency (EMA) Guidelines on Process Validation
    • GMP for Advanced Therapy Medicinal Products (ATMPs), EU Regulation (EC) No 1394/2007
    • ICH Q6A (Specifications: Test Procedures and Acceptance Criteria for New Drug Substances and Products)

    Typical usage ratio

    • 1–1.2 equivalents per carboxylic acid substrate; optimized based on reactivity and downstream cleavage efficiency

    Downstream process integration

    • Auxiliary attaches during condensation with amino acid precursors; post-synthesis, acidic or reductive cleavage releases the enantiopure product for solution-phase or solid-phase peptide assembly processes.

    Final product types

    • Chiral amino acid derivatives for pharma R&D pipelines
    • Building blocks for non-natural peptide therapeutics
    • API candidates for small-molecule drugs

    3. Ligand Component in Metal-Complex Catalysts for Agrochemical Intermediate Synthesis

    Manufacturers of crop protection agents utilize the compound as a ligand for transition metal catalyst preparation, supporting large-scale synthesis of optically active agrochemical intermediates. This application targets high-yield, reproducible production of pyrethroid and azole derivatives, where consistent stereochemical outcome is critical to field efficacy and regulatory traceability.

    Industry compliance standards

    • EPA 40 CFR Part 158 (Data Requirements for Pesticides)
    • FAO/WHO specifications for technical grade active ingredients
    • ISO 9001:2015 (Quality Management Systems in Agrochemical Manufacturing)

    Typical usage ratio

    • 0.3–1.5 mol% based on metal center loading; ratio set according to substrate bulk and reaction scale

    Downstream process integration

    • Ligand forms metal complex in situ before addition of agrochemical precursor substrates in large-volume reactors; product isolation performed via aqueous workup and crystallization tailored to regulatory impurity profiles.

    Final product types

    • Enantioenriched pyrethroid insecticide intermediates
    • Chiral triazole and imidazole fungicide components

    4. Chiral Resolution Agent in Fine Chemical Synthesis for Electronic & Specialty Materials

    The compound finds use in the production of optically pure specialty chemicals for electronics and advanced material sectors, specifically as a resolving agent in the separation of racemic mixtures. Downstream manufacturers adopt this strategy to deliver single-enantiomer precursors for organic light-emitting diodes (OLEDs) and chiral liquid crystals, supporting quality standards in sensitive device fabrication.

    Industry compliance standards

    • ISO 9001:2015 (Quality Management in Electronic Materials Manufacturing)
    • REACH Regulation (EC) No 1907/2006 for specialty fine chemicals
    • JEITA (Japan Electronics and Information Technology Industries Association) quality guidelines

    Typical usage ratio

    • 1–1.05 equivalents relative to racemate; precise equivalence dictated by desired optical purity and crystallization protocol

    Downstream process integration

    • Resolving agent combined with racemic substrate in a solvent system; diastereomeric salts crystallize selectively and are separated by filtration, followed by auxiliary removal before use in device material synthesis.

    Final product types

    • Optically active OLED precursors
    • Single-enantiomer liquid crystal additives
    • Specialty fine chemicals for advanced display manufacturing
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    Certification & Compliance
    More Introduction

    (1S,2S)-(+)-N-(4-Toluenesulfonyl)-1,2-Diphenylethylenediamine: Our Direct Approach to Reliable Chiral Auxiliaries

    Bringing Real Experience to Chiral Diamine Manufacturing

    Any chemist who has spent time in asymmetric synthesis can appreciate the careful work that goes into chiral auxiliaries. We know this process firsthand. Decades at the reactor face have shaped how we approach every batch of (1S,2S)-(+)-N-(4-Toluenesulfonyl)-1,2-diphenylethylenediamine. This molecule isn’t just a chemical we read about—it’s one we get our hands on, walking the line between and lab and plant, making sure every cycle yields what our own development teams would trust.

    At our facility, quality isn’t a matter of written policy — it runs through the practice of every technician and engineer who climbs the steps to check the distillation column or cradles a flask to strike the right temperature. (1S,2S)-(+)-N-(4-Toluenesulfonyl)-1,2-diphenylethylenediamine rewards this diligence. The crystalline product in your hands reflects careful control at every stage, from the initial selection of diphenylethylenediamine starting material through the final drying and packing. Often, commercial batches vary in subtle ways that only appear once you run a trial in your own laboratory—heterogeneity that comes from hasty workups, overlooked intermediates, or unfiltered side products. Our years of refinement have carved out those problems.

    What Sets This Chiral Diamine Apart

    This compound’s structure gives it real practical advantages for researchers in asymmetric catalysis, chiral ligand synthesis, and enantioselective transformation. The (1S,2S) backbone offers predictable, reproducible stereoselectivity. Attaching the 4-toluenesulfonyl group gives greater chemical stability, a feature that our process protects by keeping batch temperatures and pH in a tight window. The two diphenyl arms on the ethylenediamine skeleton provide not just steric protection, but also improve solubility across a variety of organic solvents. We can always pinpoint at least three or four upstream mistakes that would muddy these properties, and in our ran the columns to make sure solvents are bone-dry and byproducts are scrubbed.

    This isn’t just another shelf chiral diamine. Competing products often arrive with inconsistent melting points, telling you more about the shortcuts taken between steps than their supposed purity. You know the frustration of re-crystallizing five times, or re-running NMR to check for traces of racemic diamines and excess sulfonyl chlorides—the unreliability adds real cost. Our manufacturing closes those gaps through continuous inline monitoring and up-to-date analytic verification, from chiral HPLC to NMR spectroscopy and mass spectrometry. The result is a compound whose properties are batch after batch, reaction after reaction—something that real synthetic work can rely on.

    The Actual Model and Its Application Context

    Our standard production model for (1S,2S)-(+)-N-(4-Toluenesulfonyl)-1,2-diphenylethylenediamine lands at a scale appropriate for both academic and industrial researchers, with in-house processes supporting weekly multikilogram outputs. This has practical benefits—faster turnaround on pilot-job orders, and more flexibility for contract R&D partners who may suddenly ramp scale. It means tighter oversight on raw material sourcing and batch documentation, and shorter feedback cycles with our quality team.

    Customers come to us with real demands, not just requests for a CAS number. In the last five years, we have adjusted our approach several times in response to actual lab feedback. For instance, some asymmetric syntheses are acutely sensitive to even trace amounts of residual starting materials. Our filtration and drying steps have been tuned accordingly. These direct conversations with chemists who run experiments, rather than just buyers, have pushed us to make our own analytical capabilities more rigorous. We trust this model exactly because we run stability checks and retest our control samples using the same procedures our most critical customers use.

    Specifications Driven by Lab Reality, Not Tradition

    We base our product specifications on more than what the reference books suggest. During method development, our technical team detects and quantifies enantiomeric excess by chiral HPLC rather than relying solely on optical rotation, since we have seen rotational data mask lower-level impurities that can still disrupt high-precision chiral synthesis. We report and document water content by Karl Fischer titration, not just an indication of “low residual moisture,” because our own runs with poorly dried equivalents produced unfavorable side products in downstream applications.

    This approach directly addresses the daily challenges that synthetic teams encounter. Some specifications look good in a catalog but actually fail under mild moisture exposure or after storage. Ours are built on real-time feedback, with packaging and storage primarily designed to mitigate hydrolysis and prevent any caking or clumping—an issue that has cost us months of troubleshooting in earlier years. Every pouch and drum receives a tamper evident seal and a unique batch code that links performance back to a particular reactor log. We are constantly gathering new results and using this data to improve.

    Uses Shaped by Synthesis Experience

    Early in our manufacturing program, we watched industrial and university chemists use (1S,2S)-(+)-N-(4-Toluenesulfonyl)-1,2-diphenylethylenediamine most often as a resolving agent for enantiomeric amines, and as a chiral ligand in transition metal catalysis. Chemists who visited our plant often described trial-and-error approaches when screening for the best diamine, struggling with variable outcomes once they tried to scale up. We ran parallel synthesis campaigns with their teams, using our compound to split difficult amine mixtures or direct the formation of chiral intermediates. The feedback was always clear—batch-to-batch reliability saved research time and cut down unnecessary reruns.

    As chiral auxiliaries, these diamines deliver asymmetric induction needed in critical C–N and C–C bond forming reactions. Our teams pressed for absolute absence of racemization in several high-value pharma intermediate programs. We tuned every filtration and fractionation step towards delivering near-absolute chiral purity, even when upstream materials changed grade or origin. The difference in outcome often shows in the reproducibility of small-scale reactions which, when overlooked, scale up into multimillion-dollar waste if starting material quality flattens out selectivity.

    Just as important, the compound’s performance as a chiral selector in preparative HPLC amplifies our understanding of application-driven purity. Any background noise from other chiral diamines becomes noise in the detector, even at ppm levels. Analytical and preparative chromatographers from multiple countries have provided feedback on impurities in off-brand versions, a problem that can sideline an entire set of process runs.

    How We Compare to Other Manufacturers

    Our differences with other manufacturers go beyond marketing language, and have roots in how we engage with actual chemistry work. Early on, we ran into materials sold as “pure” that still packed unknown byproducts; many had melt points several degrees below published values, and some dissolved with off-putting haze or colored tints when dissolved in standard solvents. After learning the hard way through failed pilot syntheses, we prioritized tighter controls at every step, from precise temperature monitoring during toluenesulfonylation to filtration under inert atmosphere.

    We’ve seen others miss fine details, such as incomplete removal of p-toluenesulfonic acid or contamination with leftover reagents that can quietly poison a reaction run. It’s not enough to match a specification sheet, especially for demanding chiral transformations. Our approach prevents these headaches for end users, saving time and preventing ruined batches. No catalog or datasheet can substitute for a product that makes research and production predictable.

    We also produce at a scale and with documentation designed for scientists who need more than paperwork for regulatory audits. Every shipment goes out with analysis data, and our technical advisors are open about every deviation from historical performance. These ongoing relationships with production chemists and academic leaders mean our product continually adapts to emerging needs, reflecting industry evolution in real time, not just standing still on the basis of legacy protocols.

    Practical Problem-Solving in Chiral Chemistry

    Laboratory issues aren’t eliminated by adding bullet points to a web page. In this business, even minor errors can multiply costs. Suppose a customer’s asymmetric hydrogenation fails due to a trace contaminant—months of grant money or process qualification go out the window. Solving such matters requires us to stay plugged into the real-life progress and setbacks of our customers.

    Our technical team regularly audits past syntheses, looking for any discrepancies between the product’s analyzed purity and field performance. This means our laboratory team is constantly reviewing retention times, spectra, and reaction outcomes after feedback from real users. Information isn’t locked inside; we hand it out, so chemists learn what could help their own setups. Occasionally, a batch that looks standard by conventional checks might show trace isomers in advanced analytical runs. We adjust never by committee but by consulting directly with affected researchers, reproducing the runs, and working changes back into our process, sometimes overnight.

    Customers ask whether higher purity makes a difference in all possible uses. Our answer draws on in-house experience: cleaner diamines consistently increase optical yields. The same applies for scaling. A pilot run at 10 grams might tolerate minor impurities, but as reactions climb past 100 grams, minor contaminants now scaled up to ruin runs worth thousands of dollars. This is why our documentation never overstates claims and always includes actual analytic output.

    Handling and Supply Chain: Built for Stability

    Having worked with supplying sensitive chiral materials across several continents, we know shipping time, humidity, and temperature all threaten product performance. That understanding led us to package under inert gas and use multilayered moisture barriers. Customers who used less-protected supplies, even from reputable traders, watched their diamine clump or lose performance after only weeks on the shelf. Because we control the manufacturing and the packaging line directly, there is no rerouting between traders; every batch meets the same standards as what we send to our own R&D divisions.

    Some production batches destined for tropical or high-humidity destinations receive an extra level of drying and secondary packaging. This isn’t just for show; several years ago, a feedback loop revealed that some runs performed worse during the monsoon season, leading us to test and upgrade our barrier packaging. These sub-visible threats—minor shifts in water content, or undetected oxidation on long sea routes—are invisible to most, but clear to anyone who checks analytical yields over long periods. Our shipped product maintains its properties through transit, and users report the same performance weeks or months after arrival. It’s this attention to supply chain details that lets us solve problems before they threaten research timelines or manufacturing output.

    Continuous Improvement Tied to Real Chemistry

    Every day in the plant and lab, we see new challenges come up, so our process never freezes—a reaction is always running, an instrument is always collecting new data. At least once per month, we run stress tests on our product, challenging it with forced humidity, heat, and light, mimicking worst-case scenarios from our international partners. Analytical trends recorded over time guide upgrades to the process, and the team holds regular reviews traceable back to specific complaints or irregularities reported by chemists in the field.

    This cycle of manufacturing, analysis, and response ensures that each batch stays close to our ideal—colorless, uniform, stable, and application ready. We grow alongside the needs of researchers, actively seeking input from those on the ground, and pushing this feedback directly into the heart of our procedures. Every change is recorded with open communication—not abstract “continuous improvement,” but direct action tracked by results.

    Supporting Research and Industry Through Real Partnership

    Our focus isn’t just turning out drums of product; we are active partners in research, hearing out technical concerns and sharing our own experience solving synthetic hurdles. Chemists contact us when a reaction yield drops or a product doesn’t crystallize as expected. We walk through the procedure together, sometimes spotting subtle temperature or solvent purity issues that wouldn’t be obvious to a catalog supplier. These field-driven changes have led us to adjust everything from solvent systems to purification steps.

    Several academic groups have relied on our diamine for critical synthesis campaigns, citing not only product reliability but also our willingness to troubleshoot even obscure application questions. Large-scale producers count on our supply chain consistency; small startups need our adaptability in both process and documentation. In every case, our downstream support reduces the scientific and financial risks for the customer and converts potential failures into new methods or improved yields.

    Reality-Driven, Not Sales-Driven Manufacturing

    The world of chiral chemistry isn’t short on options, but every veteran researcher knows not all offers live up to their claims. Our commitment is rooted in the belief that first-hand manufacturing experience translates into actual advantage for scientists—less wasted time, higher yields, and experiments that can be repeated anywhere. We keep direct sightlines between our production operators, lab scientists, and the end users, closing the loop quickly when issues pop up.

    Every aspect of our production, from initial raw material sourcing to final lot release, exists to minimize risk and maximize real-world impact. Data and commentary from users shape each iteration. No faceless processes, no shortcuts—all refinements come directly from the practical needs and observations of chemists. Our team stands ready to discuss unusual lab outcomes, provide traceability on every shipment, and support development programs at every scale.

    This approach keeps us grounded and accountable—our work speaks for itself because it is tested, reported on, and continually improved by the real scientists who depend on it every day. If your lab values a chiral diamine built by those who actually use and understand it, and who fix every weakness as soon as it’s found, then reach out and challenge us further.