(1S,2S)-N,N′-Dihydroxy-N,N′-bis(diphenylacetyl)-1,2-cyclohexanediamine
(1S,2S)-N,N′-Dihydroxy-N,N′-bis(diphenylacetyl)-1,2-cyclohexanediamine (CAS 1217464-22-6) is a chiral ligand with the molecular formula C34H34N2O4 and a molecular weight of 534.64 g/mol. This compound is primarily employed as a ligand in conjunction with vanadium for the enantioselective epoxidation of allylic alcohols. Its specific stereochemistry makes it valuable in asymmetric synthesis, contributing to the production of chiral molecules.
- IUPAC
- (1S,2S)-N,N′-1,2-cyclohexanediylbis[N-hydroxy-α-phenyl-benzeneacetamide],(1S,2S)-N,N′-Dihydroxy-N,N′-bis(diphenylacetyl)-cyclohexane-1,2-diamine,(S)-CBHA-DPA
- Synonyms
- (1S,2S)-N,N′-1,2-cyclohexanediylbis[N-hydroxy-α-phenyl-benzeneacetamide](1S,2S)-N,N′-Dihydroxy-N,N′-bis(diphenylacetyl)-cyclohexane-1,2-diamine(S)-CBHA-DPA
Asymmetric Epoxidation of Allylic Alcohols
This compound functions as a crucial chiral ligand for vanadium-catalyzed asymmetric epoxidation reactions. It facilitates the stereoselective synthesis of epoxides from allylic alcohols, a vital transformation in organic chemistry.
Chiral Synthesis
As a component in asymmetric synthesis, it enables the creation of enantiomerically enriched compounds. This is particularly relevant in the pharmaceutical and fine chemical industries where stereochemistry is critical.
Ligand in Catalysis
It serves as a specialized ligand in transition metal catalysis, specifically with vanadium. The unique structure of the ligand dictates the stereochemical outcome of the catalytic process.
| Molecular weight | 534.64 |
|---|---|
| Empirical formula | C34H34N2O4 |
| Assay | 97% |
| Optical activity | [α]22/D -79.0°, c = 1 in chloroform |
| Application | Ligand used with vanadium for asymmetric epoxidation of allylic alcohols1,2 |
| Melting point | 199-204 °C |
Hazard statements
- H300Fatal if swallowed
Precautionary statements
- P264Wash thoroughly after handling
- P301IF SWALLOWED
| Protective equipment | Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges |
|---|---|
| Transport (UN / ADR) | UN 2811 6.1 / PGIII |
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | T |
| Risk statements (R) | 25 |
| Safety statements (S) | 45 |
Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.
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.
What is (1S,2S)-N,N′-Dihydroxy-N,N′-bis(diphenylacetyl)-1,2-cyclohexanediamine used for?
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This compound is primarily used as a chiral ligand in vanadium-catalyzed asymmetric epoxidation of allylic alcohols, contributing to stereoselective synthesis.
What is the CAS number and chemical formula for this product?
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The CAS number is 1217464-22-6, and the empirical formula (Hill notation) is C34H34N2O4.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies this chemical at a minimum purity of 97%. It is supplied for research and development purposes and is not represented as USP, BP, EP, or any other pharmacopoeia grade.
How should this chemical be handled safely?
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This compound is classified as acutely toxic if swallowed (H300) and requires stringent handling procedures. Use of eyeshields, faceshields, gloves, and a P2 respirator cartridge is essential. Handle only in a well-ventilated area.
Is this chemical shipped internationally?
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Yes, Tech Serve Solutions, as a specialist global supplier and exporter, can facilitate the export of this chemical. Please contact us for specific shipping inquiries.
How can I request a sample or quote?
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To request a sample or a quote, please visit the product page on our website or contact our sales team directly. Details for sample and quote requests are readily available.
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