(1R,2R)-N,N′-Dihydroxy-N,N′-bis(diphenylacetyl)-1,2-cyclohexanediamine
(1R,2R)-N,N′-Dihydroxy-N,N′-bis(diphenylacetyl)-1,2-cyclohexanediamine (CAS: 860036-16-4) is a chiral ligand with the molecular formula C34H34N2O4 and a molecular weight of 534.64 g/mol. This compound serves as a key component in asymmetric synthesis, particularly in enantioselective epoxidation reactions when complexed with vanadium. Its precise stereochemistry makes it valuable for creating chiral molecules with high optical purity, crucial in pharmaceutical and fine chemical development.
- IUPAC
- (1R,2R)-N,N′-1,2-cyclohexanediylbis[N-hydroxy-α-phenyl-benzeneacetamide],(1R,2R)-N,N′-Dihydroxy-N,N′-bis(diphenylacetyl)-cyclohexane-1,2-diamine,(R)-CBHA-DPA
- Synonyms
- N′-bis(diphenylacetyl)-1,2-cyclohexanediamine860036-16-4C34H34N2O4(1R,2R)-N,N′-1,2-cyclohexanediylbis[N-hydroxy-α-phenyl-benzeneacetamide](1R,2R)-N,N′-Dihydroxy-N,N′-bis(diphenylacetyl)-cyclohexane-1,2-diamine(R)-CBHA-DPA
Asymmetric Epoxidation
Utilised as a chiral ligand in conjunction with vanadium catalysts for the enantioselective epoxidation of allylic alcohols. This process is vital for the stereoselective synthesis of chiral epoxides, important intermediates in organic chemistry.
Chiral Ligand in Catalysis
Functions as a sophisticated chiral auxiliary in metal-catalyzed reactions, enabling stereocontrol. Its specific structure promotes high enantioselectivity, guiding the formation of desired stereoisomers.
Fine Chemical Synthesis
Applied in the synthesis of complex organic molecules and pharmaceutical intermediates where precise stereochemical control is paramount. The ligand's chirality dictates the stereochemical outcome of the reaction.
| Molecular weight | 534.64 |
|---|---|
| Empirical formula | C34H34N2O4 |
| Assay | 97% |
| Optical activity | [α]22/D +90.0°, c = 1 in chloroform |
| Application | Ligand used with vanadium for asymmetric epoxidation of allylic alcohols1,2 |
| Melting point | 200-205 °C |
Hazard statements
- H301Toxic if swallowed
Precautionary statements
- 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 (1R,2R)-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 asymmetric synthesis, specifically for vanadium-catalyzed asymmetric epoxidation of allylic alcohols. It plays a crucial role in controlling the stereochemical outcome of reactions, yielding enantiomerically enriched products.
What are the CAS number and molecular formula for this chemical?
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The CAS number is 860036-16-4, 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 with an assay of 97%. We do not represent this product as USP, BP, or EP grade; it is intended for research and chemical synthesis purposes.
How should (1R,2R)-N,N′-Dihydroxy-N,N′-bis(diphenylacetyl)-1,2-cyclohexanediamine be handled safely?
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This compound is classified as acutely toxic (GHS06, H301). Handle with extreme caution, using appropriate personal protective equipment including eyeshields, faceshields, gloves, and a P2 respirator. Ensure good ventilation and avoid ingestion. Always consult the Safety Data Sheet (SDS) before handling.
How is this chemical packed and shipped?
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This chemical is shipped under UN 2811, Hazard Class 6.1, Packing Group III regulations. TSS exports globally, adhering to all necessary shipping and handling protocols for hazardous materials.
How can I request a sample or quote for this product?
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Please contact our sales team via the website or direct email to request a sample or a formal quotation. Provide your contact details and the quantity required.
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