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(DHQ)2PHAL

    • Product Name (DHQ)2PHAL
    • Alias cuphen
    • Einecs 408-080-2
    • 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

    434659

    Chemical Name (DHQ)2PHAL
    Cas Number 132605-54-0
    Molecular Formula C60H56N6O6
    Molecular Weight 965.13
    Appearance white to off-white solid
    Melting Point 210-213°C
    Solubility soluble in dichloromethane, ethanol, and acetone
    Optical Purity >99% ee (typical for commercial samples)
    Application chiral ligand in asymmetric catalysis
    Storage Conditions store at 2-8°C, protected from light
    Synonyms Bis[(DHQ)PHAL], Bis[(dihydroquinine)phthalazine]
    Chirality chiral, derived from dihydroquinine

    As an accredited (DHQ)2PHAL factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing (DHQ)₂PHAL is supplied in a 5-gram amber glass bottle with a secure screw cap, labeled with product and safety information.
    Shipping (DHQ)₂PHAL is shipped in tightly sealed containers to prevent contamination and moisture absorption. It is classified as a non-hazardous material for transport. Packages are clearly labeled and handled with care to maintain chemical integrity. Typical shipping is at ambient temperature unless otherwise specified by the customer or supplier.
    Storage (DHQ)₂PHAL should be stored in a tightly sealed container under an inert atmosphere, such as nitrogen or argon, and kept in a cool, dry place away from light. Store at room temperature or as recommended by the supplier. Avoid exposure to moisture and oxidizing agents to maintain its stability and prevent degradation. Always follow institutional safety guidelines.
    Application of (DHQ)2PHAL

    Applications of (DHQ)2PHAL in Industrial Manufacturing

    (DHQ)2PHAL, known as (−)-1,4-bis[(2R,4S)-1,4-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1H-phenanthro[9,10-d]imidazole]phthalazine, serves as a key chiral ligand in asymmetric synthesis for various fine chemical and pharmaceutical industries. Our manufacturing process ensures high purity and lot-by-lot consistency, enabling strict quality control for all industrial applications.

    1. Asymmetric Hydrogenation Catalysts for Pharmaceutical APIs

    Many pharmaceutical producers utilize (DHQ)2PHAL as a privileged ligand in asymmetric hydrogenation, especially for the synthesis of chiral intermediates and active pharmaceutical ingredients (APIs). It provides efficient enantioselective induction in transition metal-catalyzed hydrogenation of olefins, imines, and enamides, particularly in large-scale synthesis of drug molecules like antihypertensive agents and cardiovascular compounds. Selection and validation require adherence to pharmacopeia standards, and process optimization considers metal-ligand ratio and substrate concentration to achieve high enantiopurity.

    Industry compliance standards

    • ICH Q7 GMP for active pharmaceutical ingredient production
    • USP, Ph. Eur., JP chiral impurity and residual metal limits
    • FDA process validation (21 CFR Part 211)
    • REACH Registration for raw material use in pharmaceutical synthesis

    Typical usage ratio

    • Ligand:metal complex ratio ranges 1.1:1 to 2:1, adjusted based on process throughput and turnover number
    • Typical substrate:ligand ratio between 100:1 to 200:1 for large scale reactors, depending on targeted enantiomeric excess

    Downstream process integration

    • Ligand enters catalytic cycle during metal catalyst preformation (commonly with Ru, Rh, Ir salts)
    • Loaded and mixed prior to substrate addition in hydrogenation step
    • Residual levels monitored post-reaction during API purification

    Final product types

    • Sartans (ARBs), statins, and beta-lactam antibiotics
    • Chiral amines, amino alcohols, and other API intermediates
    • Custom pharmaceutical actives for CDMO and CMO output

    2. Fine Chemical Intermediates in Agrochemical Synthesis

    Agrochemical manufacturers frequently employ (DHQ)2PHAL-based catalyst systems in the asymmetric hydrogenation and oxidation steps when producing optically pure intermediates. These intermediates subsequently form the backbone of high-value crop protection agents. Regulatory requirements for trace residuals and product authentication are central, necessitating tight analytical controls and validated batch records.

    Industry compliance standards

    • ISO 9001:2015 quality management during intermediate manufacturing
    • OECD GLP for process and analytical validation
    • EU Plant Protection Product (PPP) Regulations for contaminant limits
    • GHS/CLP for classification and labeling of raw material and products

    Typical usage ratio

    • Ligand:catalyst ratios typically 1–1.5:1 molar, based on substrate selectivity requirements
    • Substrate:ligand ratios in the range of 80:1 to 150:1, adjusted for reaction scale and downstream purification complexity

    Downstream process integration

    • Preparation of chiral metal-ligand complex prior to substrate feeding
    • Integration in fixed-bed or batch hydrogenation reactors
    • Systematic removal and recovery post-reaction, with validation per product monograph

    Final product types

    • Chiral amide and ester agrochemical intermediates
    • S-tert-butyl-containing pesticide precursors
    • Optically active herbicide building blocks

    3. Chiral Additives for Specialty Polymer Material Synthesis

    Specialty polymerization firms integrate (DHQ)2PHAL into enantioselective catalysis processes for the manufacture of functional polymers with chiral centers. The inclusion of this ligand enables control over polymer tacticity and chiral architecture, particularly in the development of advanced membrane materials and biodegradable polymer blends used in medical and filtration applications. Ratio selection and processing steps focus on achieving uniform distribution and regulatory compliance with residual chiral additive.

    Industry compliance standards

    • ISO 13485:2016 for medical-grade polymer device production
    • FDA 21 CFR 177 for polymers intended for indirect food contact
    • RoHS compliance for polymers in electronics
    • REACH Annex XVII for chemical additive residuals

    Typical usage ratio

    • Chiral ligand:initiator ratios from 0.8:1 to 1.5:1, depending on monomer reactivity
    • Ligand loadings of 0.1–1.0% w/w with respect to total monomer content, adjusted for desired polymer properties

    Downstream process integration

    • Complexed with metal initiator in solution or bulk prior to monomer addition
    • Added in-line to continuous polymerization reactors to ensure efficient mixing
    • Controlled removal or retention, monitored by HPLC/GC in final product QC

    Final product types

    • Chirally engineered polyamides and polyesters
    • Membrane materials for enantioselective separation
    • Biocompatible polymers for implants or filtration systems

    4. Enantioselective Synthesis of Fine Aroma Chemicals

    Producers of aroma chemicals and flavors often employ (DHQ)2PHAL in metal-catalyzed processes for the production of optically active components, including key notes for citrus and floral aromas. These chiral molecules require high levels of olfactory purity, and the use of a tailored catalyst system allows for distinct flavor profiles supporting IFRA and food grade compliance. Control of catalyst dosage and stringent clean-up steps are essential to meet regulatory and sensory requirements.

    Industry compliance standards

    • IFRA Code of Practice for flavor and fragrance ingredients
    • EU Regulation (EC) No 1334/2008 for flavoring substances
    • FCC (Food Chemicals Codex) residual solvent and catalyst limits
    • ISO 9235:2013 definition of natural aroma materials

    Typical usage ratio

    • Ligand:metal catalyst ratios 1.2:1 to 1.5:1, based on target enantiomeric outcome
    • Substrate:ligand ratios from 50:1 to 120:1, scaled as needed to batch volume

    Downstream process integration

    • Ligand introduced during formation of chiral catalyst complex with transition metals
    • Mixed into batch reactors for fine aroma intermediate synthesis
    • Downstream use of multiple extraction and distillation stages to minimize odorant residues

    Final product types

    • (R)- and (S)-citronellal and derivatives for fragrance
    • Natural and nature-identical aroma chemicals such as menthol isomers
    • Chiral intermediates for fine chemical houses supplying food and beverage industries
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    Certification & Compliance
    More Introduction

    Introducing (DHQ)2PHAL: The Value of Reliable Catalysis

    Shaping Real Progress in Asymmetric Synthesis

    Decades spent in the chemical manufacturing sector teach a deep respect for reliable building blocks. In our line of work, chiral ligands often play a decisive role in delivering quality, reproducibility, and cost control to a process. (DHQ)2PHAL, also known as dihydroquinidine phthalazine, stands out as a chiral phase-transfer catalyst that helps bring efficient asymmetric synthesis within reach. Unlike standard ligands that may demand excessive tuning or specialty handling, this compound offers consistent results across a broad range of industrial and academic applications. Direct feedback from customers revolutionizing pharmaceutical actives, agrochemicals, or fine chemicals, confirms that (DHQ)2PHAL can enforce enantioselectivity where other options falter.

    Model, Physical Characteristics, and Structure

    Our facility produces (DHQ)2PHAL with a purity above 99%. The chemical structure consists of two dihydroquinidine moieties connected via a phthalazine spacer, supporting a unique three-dimensional chiral environment. This skeleton sets up a hard-working framework for binding and activating a wide array of substrates in catalytic cycles, particularly those relying on cinchona-alkaloid backbones. Crystalline appearance and robust performance under reaction conditions make it manageable at scale. Storage does not require extraordinary measures, reducing operational headaches. Analytical tests confirm batch-to-batch consistency, helping formulators and researchers trust the outcome of each reaction run.

    Performance in Practice

    Our experience manufacturing hundreds of kilograms makes one thing clear: process chemists rely on tools that do the job the first time. Early adopters deployed (DHQ)2PHAL in the asymmetric dihydroxylation of alkenes, taking advantage of its selectivity for the desired enantiomer. Further inroads followed in aziridination and related oxidations, benefitting from the ligand's precise chiral control. We have tracked reactions where traditional ligands lag, in both enantioselectivity and reaction rate, but this phthalazine-bridged framework consistently tilts results in favor of the desired optical isomer.

    Customers have shared their gains in processes scaled from gram trials right through to pilot reactors. The return is clear: process simplification, fewer purification headaches, and higher overall material yield thanks to sharper enantioselectivity. Laboratory chemists often highlight not just the chiral efficiency, but also the stability of (DHQ)2PHAL during repeated runs—a trait we attribute to the rigidity of its backbone. That practical edge offers significant daily savings, translating directly into lower cost per manufactured batch.

    Comparisons with Close Relatives

    (DHQ)2PHAL doesn’t exist in a vacuum. Numerous chiral ligands, many based on cinchona alkaloids or their derivatives, compete for the same catalytic territory. The key distinguishing factor is the phthalazine bridge, which not only enforces a controlled orientation but also introduces additional rigidity. Compared to monomeric versions like (DHQ)PHAL, the bis-structure ensures tighter binding and improved chiral discrimination. Alternative common ligands such as (DHQD)2PHAL or (DHQ)2Pyr reveal small changes in the ring system can lead to significant changes in selectivity or substrate compatibility. End-users have consistently reported reliability for (DHQ)2PHAL in osmium-catalyzed reactions where others provide variable results.

    Many catalysts force a trade-off between activity and selectivity. (DHQ)2PHAL leans into both, pushing conversion rates while preserving the subtle chiral bias needed in target molecules. This is not always true for more flexible or less robust ligands, where loss of selectivity over time can mean reprocessing or tightening tolerance specs. Our clients trust the phthalazine-bridged system for scale-up, noting minimal deviation in optical yield as reactor volumes increase.

    Working Knowledge from Manufacturing

    Producing (DHQ)2PHAL on a practical scale requires meticulous attention to precursor quality and process conditions. Cinchona alkaloids are notoriously variable when sourced from natural suppliers. Our refining team prescreens every batch of dihydroquinidine for optical purity and solvent residue, then engages a stepwise assembly with phthalazine under controlled temperatures. Purification regimens emphasize minimal solvent waste and energy use, consistent with our drive toward sustainable operation. We moved to closed-system crystallization five years ago, eliminating airborne dust and reducing worker exposure, and have since documented improved yields and safety outcomes.

    Unlike lab-scale routines, full-scale manufacturing calls for deeper attention to solid-liquid separation and drying. We use dedicated trays and vacuum ovens, carefully controlling heat ramps so as not to degrade the sensitive chiral core. This accumulated expertise means our output is stable over long campaigns, reassuring formulators who build their timelines and logistics around reliability. Analytical follow-up deploys chiral HPLC and spectroscopic validation, confirming not just the chemical structure but also the retention of chiral orientation over shelf-life. Long-term stability under ambient storage has proven robust, with stored product retaining performance even after one year.

    End-Use Feedback and Application Range

    Feedback loops between our site and our customers underline the true value of (DHQ)2PHAL. Early-stage pharmaceutical teams use it for building blocks in chiral drug frameworks. Agrochemical researchers report breakthroughs in catalyst-dependent syntheses, sometimes unlocking new project feasibility due to improved enantiocontrol. The role in dihydroxylation reactions can’t be overstated, with improved enantiomeric excess at practical catalyst loadings providing a steeper return on material investment.

    Formulators regularly comment on the ligand’s effect on product purity. Stereochemical purity strongly determines the safety and biological activity of end-use molecules, especially in regulated fields. Bioactivity measurements in downstream tests often trace their reliability back to this key ligation step. Some customers report replacing previous ligands due to unpredictable runs, process drift, or environmental concerns. Adoption of (DHQ)2PHAL often leads to simplified purification with less solvent, less energy, and fewer chromatographic interventions. Environmental and economic benefits naturally follow.

    Regulatory and Quality Considerations

    Stringent regulations govern many of the industries relying on (DHQ)2PHAL. Purity and traceability define compliance, especially in the active pharmaceutical ingredient sector. Our documentation meets full regulatory requirements, with batch records, consistency checks, and impurity profiling readily available for inspection. Long-term stability studies, conducted in partnership with external auditors, underpin our storage and shipping practices. Transport of the catalyst carries no extraordinary hazard, which smooths the logistics for both domestic and export customers.

    GMP-grade output is maintained for those requiring pharmaceutical compliance, with all operators trained specifically for handling sensitive chiral ligands. Cleanroom production and systematic cross-contamination checks have brought down deviations to below industry benchmarks. Raw material transparency forms a recurring request from buyers, answered through partnered supply chain audits—no unknown intermediates make it into our production stream. Years of regulatory feedback have sculpted robust SOPs that industry auditors have validated on repeated visits.

    Scaling, Handling, and Process Integration

    Process integration often marks the dividing line between a promising academic advance and something usable at scale. We’ve worked with both small-scale custom labs and large multinational process teams, watching as they tune reaction flows and optimize inputs to match their commercial realities. (DHQ)2PHAL remains popular because its downstream recovery requires no exotic solvents or reagents, lowering both cost and environmental risk. Cleaning cycles are straightforward and do not introduce persistent byproducts, proven over many hundreds of production runs.

    Adaptation to flow chemistry drew particular interest through the last five years, as process teams shift away from large batch reactors to continuous operation. Tests reveal that the ligand maintains chirality and activity without the degradation or fouling some other ligands suffer. This is not simply due to chemical stability, but good compatibility with a variety of solvent systems and robust solid-form characteristics, resisting clumping and caking even under repeated cycles. Solubility profiles in standard organic solvents support reliable work-up, and recovery rates approach theoretical limits with minimal catalyst bleed.

    Environmental Responsibility in Practice

    While environmental stewardship discussions fill plenty of industry reports, actual progress comes from real changes in manufacturing methods. Over the years, we’ve moved away from hazardous solvents, opting for greener alternatives without loss of product performance. This line of thinking drove us to install solvent-recycling rigs and invest in local waste treatment infrastructure. (DHQ)2PHAL synthesis, in our hands, avoids the most problematic heavy metals and minimizes persistent byproducts, allowing for easier regulatory approval and friendlier EHS audits. Recovered catalyst can, in some cases, be regenerated or repurposed in lower value streams—reducing inventory costs for both us and our customers.

    End-to-end documentation helps customers build the ESG stories they need for their own stakeholders. Several major buyers base their supplier evaluation not only on performance but also on the environmental track record, and our switch to greener procedures for this product has turned out to be a deciding factor.

    Ongoing Challenges and Solutions

    No manufacturing process is perfect. Some bottlenecks persist in the supply and purification of natural cinchona derivatives. Due diligence in vendor selection, as well as close communication with logistics partners, helps insulate production from disruption. As plant operators, we see that the sustainability of natural feedstock matters just as much as the chemistry. Traceability back to the plantation informs our purchasing, closing the loop between raw material origin and batch reporting.

    Another persistent issue has been scaling up from bench procedures reported in academic literature. The realities of vessel size, temperature control, and work-up can introduce unexpected hurdles. We’ve grown our operations alongside direct technical collaborations with customers, sharing process data and lessons learned to smooth the transition from milligram to kilogram scale. Flexibility, built over long experience handling cinchona-based ligands, gives us an edge in troubleshooting and adapting validated methods.

    Documentation and lot-tracking frequently eat up time for compliance teams, but batch system upgrades and automated record keeping have trimmed the drag. Automated analytics and direct integration with in-process monitoring mean specification deviations are caught earlier, not after the fact. Customers appreciate real-time support during startup of new syntheses, drawing on the lessons absorbed from seeing many variations played out in other plants.

    Current Trends and Longer-Term Industry Picture

    The industry has become more discerning in recent years, with specialty chemicals and fine chemical players seeking to extract every ounce of value from their catalysts. Chiral manufacturing sits among the most demanding areas, due to strict downstream application in pharma and advanced materials. The use of (DHQ)2PHAL aligns with a greater push for reliability, traceability, and sustainable sourcing. Costs associated with regulatory failures or missed optical yields are now too high to simply absorb or write off, and the steady shift toward ligands that “just work” drives demand at scale.

    Increased collaboration between supplier and user comes about when technical teams speak the same language. We have stood up technical service for field troubleshooting, supported application labs with direct samples, and changed our own processes according to practical plant feedback. As more customers look to develop platform chemistry for chiral building blocks, the importance of tight supplier relationships and stable ligand performance has become central to operational planning. (DHQ)2PHAL commands a unique position within that landscape, not by chasing every trend, but by delivering what process chemists need day in and day out—optical purity, reliability, and no-hassle handling at any scale.

    Final Thoughts from the Manufacturing Perspective

    Years of working elbow-to-elbow with plant operators, chemists, and end-users sharpen the sense that dependable materials are foundational for any technology-driven field. (DHQ)2PHAL does not invite hype but earns its reputation through solid results, shared insights, and a clear track record. The blend of experience, technical collaboration, and continuous process refinement means customers receive a product that lives up to its promise. For formulators, researchers, or process teams building tomorrow’s compounds, the right catalyst can mark the difference between success and setbacks. Our experience with (DHQ)2PHAL confirms that it has become one of those tools chemists keep coming back to—not because it is new, but because it consistently works when it matters most.