(1R,2R)-N,N′-Dihydroxy-N,N′-bis(bis(3,5-dimethylphenyl)acetyl)-1,2-cyclohexanediamine
(1R,2R)-N,N′-Dihydroxy-N,N′-bis(bis(3,5-dimethylphenyl)acetyl)-1,2-cyclohexanediamine (CAS 860036-27-7) is a chiral diamide with the molecular formula C42H50N2O4 and a molecular weight of 646.86. This compound functions as a crucial ligand in asymmetric synthesis, particularly in vanadium-mediated asymmetric epoxidation reactions of allylic alcohols. Its specific stereochemistry enables high enantioselectivity in catalytic processes.
- IUPAC
- (1R,2R)-N,N′-Dihydroxy-N,N′-bis(3,5-dimethyldiphenylacetyl)-cyclohexane-diamine,(R)-CBHA-DMDA,N,N′-(1R,2R)-1,2-cyclohexanediylbis[α-(3,5-dimethylphenyl)-N-hydroxy-3,5-dimethyl-benzeneacetamide]
- Synonyms
- N′-bis(bis(3,5-dimethylphenyl)acetyl)-1,2-cyclohexanediamine,860036-27-7, C42H50N2O4,(1R,2R)-N,N′-Dihydroxy-N,N′-bis(3,5-dimethyldiphenylacetyl)-cyclohexane-diamine,(R)-CBHA-DMDA,N,N′-(1R,2R)-1,2-cyclohexanediylbis[α-(3,5-dimethylphenyl)-N-hydroxy-3,5-dimethyl-benzeneacetamide]
Asymmetric Epoxidation
This compound serves as a chiral ligand in vanadium-catalyzed asymmetric epoxidation of allylic alcohols. The stereochemistry of the ligand dictates the enantiomeric outcome of the epoxidation, producing chiral epoxides with high selectivity.
Chiral Ligand in Catalysis
As a highly specific chiral ligand, it is employed in various asymmetric catalytic transformations. Its structure is designed to coordinate with metal centers, facilitating enantioselective reactions critical in the synthesis of complex organic molecules.
Chemical Synthesis
Utilised in advanced organic synthesis pathways, this reagent enables the construction of stereochemically defined molecules. Its application is primarily in research and development settings for novel synthetic methodologies.
| Molecular weight | 646.86 |
|---|---|
| Empirical formula | C42H50N2O4 |
| Assay | 97% |
| Optical activity | [α]22/D +76.0°, c = 1 in chloroform |
| Application | Ligand used with vanadium for asymmetric epoxidation of allylic alcohols1,2 |
| Melting point | 194-199 °C (D) |
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(bis(3,5-dimethylphenyl)acetyl)-1,2-cyclohexanediamine used for?
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This compound is primarily used as a chiral ligand in asymmetric synthesis, particularly for the vanadium-mediated asymmetric epoxidation of allylic alcohols.
What is the CAS number and empirical formula?
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The CAS number is 860036-27-7 and the empirical formula is C42H50N2O4.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies this chemical with a purity of 97%. We do not represent this product as USP, BP, EP, or other pharmacopoeia grades.
What are the safety considerations for this chemical?
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This compound is classified with GHS06, signal word Danger, and hazard statement H301 (Toxic if swallowed). Appropriate personal protective equipment, including eyeshields, faceshields, gloves, and P2 respirator cartridges, is essential. Handle with extreme caution and follow strict safety protocols.
How is this chemical supplied and exported?
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This chemical is supplied as a solid and exported globally. Please contact us for specific packaging and shipping details for your region.
How can I request a sample or quote?
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To request a sample or obtain a quote, please use the 'Request Sample' or 'Get Quote' buttons on our product page or contact our sales team directly.
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