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(DHQ)2Pyr

CAS 149820-65-5C56H60N6O4Chemical Synthesis

(DHQ)2Pyr (CAS 149820-65-5), a complex organic compound with the formula C56H60N6O4 and a molecular weight of 881.11 g/mol, is a valuable reagent in asymmetric synthesis. Derived from cinchona alkaloids, it functions as a privileged chiral ligand. Its specific structure enables high stereoselectivity in various chemical transformations, making it crucial for the synthesis of enantiomerically pure compounds. This compound is a key enabler for advanced organic synthesis and pharmaceutical intermediate production.

IUPAC
Hydroquinine 2,5-diphenyl-4,6-pyrimidinediyl diether
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(DHQ)2Pyr (C56H60N6O4) — chemical structure, CAS 149820-65-5; Chemistry, fine chemical supplied by Tech Serve Solutions
Asymmetric SynthesisChemical SynthesisChiral CatalystsLigandsand ReagentsCinchona AlkaloidsDihydroxylation
01 /Applications

Asymmetric Dihydroxylation

(DHQ)2Pyr is widely employed as a chiral ligand in the Sharpless asymmetric dihydroxylation reaction. It facilitates the stereoselective addition of two hydroxyl groups across a carbon-carbon double bond, yielding chiral diols with high enantiomeric excess.

Chiral Catalysis

As a privileged ligand, (DHQ)2Pyr forms complexes with transition metals, acting as a crucial component in asymmetric catalytic systems. These catalysts enable a variety of enantioselective transformations beyond dihydroxylation.

Synthesis of Pharmaceutical Intermediates

The ability of (DHQ)2Pyr to induce high stereoselectivity is vital for the efficient synthesis of complex chiral molecules, many of which serve as active pharmaceutical ingredients or their key precursors.

Ligand for Enantioselective Reactions

Its unique structure and origin from cinchona alkaloids make (DHQ)2Pyr a sought-after ligand for a range of enantioselective organic reactions, supporting the development of new synthetic methodologies.

02 /Properties
Molecular weight881.11
Empirical formulaC56H60N6O4
Assay97%
Optical activity[α]20/D +455°, c = 1.2 in methanol
Impurities tested<3% ethyl acetate
Melting point245-248 °C(lit.)
03 /Safety & handling
GHS hazard pictogram: Harmful / irritant (GHS07)
Harmful / irritant
Warning

Hazard statements

  • H315Causes skin irritation
  • H319Causes serious eye irritation
  • H335May cause respiratory irritation

Precautionary statements

  • P261Avoid breathing dust, fume, gas or vapours
  • P305IF IN EYES
Protective equipmentdust mask type N95 (US), Eyeshields, Gloves
Water hazard class (WGK, DE)3
Hazard codes (EU)Xi
Risk statements (R)36/37/38
Safety statements (S)26-36

Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.

04 /Identifiers & registry
CAS number
149820-65-5
MDL number
MFCD00198109
PubChem substance
24866253
05 /Quality & supply

Documentation

Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.

Supply & logistics

Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.

06 /Frequently asked questions

What is (DHQ)2Pyr used for?

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(DHQ)2Pyr is primarily used as a chiral ligand in asymmetric synthesis, particularly in asymmetric dihydroxylation reactions, and as a component in chiral catalytic systems for the enantioselective synthesis of complex organic molecules.

What is the CAS number and chemical formula for (DHQ)2Pyr?

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The CAS number for (DHQ)2Pyr is 149820-65-5, and its empirical formula is C56H60N6O4.

What grade and purity does Tech Serve Solutions supply?

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Tech Serve Solutions supplies (DHQ)2Pyr with an assay of 97%. We do not represent this product as USP, BP, EP, or any other pharmacopoeia grade.

How should (DHQ)2Pyr be handled safely?

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Handle (DHQ)2Pyr with appropriate personal protective equipment, including a dust mask (type N95 US recommended), eyeshields, and gloves. It is classified as a warning substance (GHS07) and may cause skin irritation (H315), eye irritation (H319), and respiratory irritation (H335).

How is (DHQ)2Pyr packed, shipped, and exported?

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Tech Serve Solutions, a specialist global supplier and exporter, ensures appropriate packaging for safe transport and export of (DHQ)2Pyr, adhering to all relevant shipping regulations.

How can I request a sample or quote for (DHQ)2Pyr?

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To request a sample or a quote for (DHQ)2Pyr, please contact our sales team through the website or by calling us directly.

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