70708-37-1

Basic information

• Product Name: (1R,2R)-(-)-1,2-BIS[(N-DIPHENYLPHOSPHINO)AMINO]CYCLOHEXANE
• Synonyms: (1R,2R)-(-)-1,2-BIS[(N-DIPHENYLPHOSPHINO)AMINO]CYCLOHEXANE
• CAS NO: 70708-37-1
• Molecular Formula: C₃₀H₃₂N₂P₂
• Molecular Weight: 482.536002
• Mol File: 70708-37-1.mol
• Article Data: 3

Chemical Properties

• Melting Point: 130-132°C
• Appearance: /
• CAS DataBase Reference: (1R,2R)-(-)-1,2-BIS[(N-DIPHENYLPHOSPHINO)AMINO]CYCLOHEXANE(CAS DataBase Reference)
• NIST Chemistry Reference: (1R,2R)-(-)-1,2-BIS[(N-DIPHENYLPHOSPHINO)AMINO]CYCLOHEXANE(70708-37-1)
• EPA Substance Registry System: (1R,2R)-(-)-1,2-BIS[(N-DIPHENYLPHOSPHINO)AMINO]CYCLOHEXANE(70708-37-1)

Safety Data

• Hazardous Substances Data: 70708-37-1(Hazardous Substances Data)

Usage

Description

(1R,2R)-(-)-1,2-BIS[(N-DIPHENYLPHOSPHINO)AMINO]CYCLOHEXANE, also known as a chiral diphosphine ligand, is a chemical compound used in asymmetric catalysis. It is composed of a cyclohexane ring with two N-diphenylphosphino amino groups attached in a trans orientation at the 1 and 2 positions. (1R,2R)-(-)-1,2-BIS[(N-DIPHENYLPHOSPHINO)AMINO]CYCLOHEXANE is known for its ability to coordinate with transition metals and facilitate various chemical reactions with high enantioselectivity, making it an important tool in the synthesis of chiral molecules.

Uses

Used in Pharmaceutical Industry:
(1R,2R)-(-)-1,2-BIS[(N-DIPHENYLPHOSPHINO)AMINO]CYCLOHEXANE is used as a chiral ligand for asymmetric catalysis in the production of optically pure compounds. Its high enantioselectivity allows for the synthesis of chiral molecules, which are essential in the development of new drugs and the improvement of existing pharmaceuticals.
Used in Fine Chemical Industry:
(1R,2R)-(-)-1,2-BIS[(N-DIPHENYLPHOSPHINO)AMINO]CYCLOHEXANE is used as a chiral ligand in the synthesis of complex natural products and the development of new drugs. Its ability to coordinate with transition metals and facilitate chemical reactions with high enantioselectivity makes it a valuable tool in the production of fine chemicals with specific chiral properties.

Upstream product

• 20439-47-8 (1R,2R)-1,2-diaminocyclohexane 
• 1079-66-9 chloro-diphenylphosphine 

Relevant articles and documents

Synthesis of chiral titanium-containing phosphinoamide ligands for enantioselective heterobimetallic catalysis

The synthesis of six chiral titanium-containing phosphinoamide ligands is discussed. These ligands assemble chiral heterobimetallic Pd–Ti complexes, enable enantioselective intramolecular allylic aminations with hindered amine nucleophiles and achieve sel

Chiral Recognition in Catalytic Hydrogenation of α-Acylaminoacrylic Acids by Cationic Rhodium(I) Complexes of Chiral Aminophosphines Derived from (R,R)-1,2-Cyclohexanediamine or (R)-1,2-Propanediamine

Four chiral diphosphines, (R,R)-1,2-biscyclohexane, (R,R)-1,2-bis-cyclohexane, (R)-1,2-bispropane, and (R)-1,2-bispropane have been prepared from the corresponding optically active diamines.The cationic 1,5-cyclooctadiene rhodium(I) complexes with these diphosphines act as effective homogeneous catalysts for the stereoselective hydrogenation of α-acylaminoacrylic acids.The optical yields and the absolute configurations of the products depend on the kind of diphosphine ligands.The (R,R)-1,2-biscyclohexane complex catalyst yields N-benzoyl-(S)-leucine, N-benzoyl-(S)-phenylalanine, and N-acetyl-(S)-phenylalanine in 94, 92, and 89percent e.e., respectively.The other three catalysts are less effective (6-74percent e.e.).The aminophosphine complexes with methyl groups on the nitrogen atoms always give (S)-amino acids, those with no methyl group (R)-amino acids.Such a difference in the chiral recognition has been discussed on the basis of circular dichroism spectra and Dreiding molecular models of the rhodium (I) complexes.