124070-54-8

Basic information

• Product Name: 1S,2S-N,N'-bis((2,4,6-triMethylphenyl)Methyl)-1,2-diphenyl-1,2-EthanediaMine
• Synonyms: 1S,2S-N,N'-bis((2,4,6-triMethylphenyl)Methyl)-1,2-diphenyl-1,2-EthanediaMine
• CAS NO: 124070-54-8
• Molecular Formula: C₃₄H₄₀N₂
• Molecular Weight: 476.6948
• Mol File: 124070-54-8.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1S,2S-N,N'-bis((2,4,6-triMethylphenyl)Methyl)-1,2-diphenyl-1,2-EthanediaMine(CAS DataBase Reference)
• NIST Chemistry Reference: 1S,2S-N,N'-bis((2,4,6-triMethylphenyl)Methyl)-1,2-diphenyl-1,2-EthanediaMine(124070-54-8)
• EPA Substance Registry System: 1S,2S-N,N'-bis((2,4,6-triMethylphenyl)Methyl)-1,2-diphenyl-1,2-EthanediaMine(124070-54-8)

Safety Data

• Hazardous Substances Data: 124070-54-8(Hazardous Substances Data)

Usage

Molecular Weight

572.84 g/mol

Usage

Chiral ligand in asymmetric catalysis

Versatility

Efficient catalyst for a variety of asymmetric synthesis reactions

Reaction Products

Synthesis of chiral amines and amino alcohols

Enantioselectivity

Highly enantioselective transformations

Application in Pharmaceutical Industry

Development of new drugs and drug intermediates

Importance

Valuable tool in the field of organic synthesis

Upstream product

• 29841-69-8 (S,S)-1,2-diphenyl-1,2-diaminoethane 
• 487-68-3 mesytaldehyde 
• 124151-16-2 (1S,2S)-1,2-Diphenyl-N,N'-bis-[1-(2,4,6-trimethyl-phenyl)-meth-(Z)-ylidene]-ethane-1,2-diamine 

Downstream Products

• 909252-34-2 (4S,5S)-1,3-bis(2,4,6-trimethylbenzyl)-4,5-diphenyl-4,5-dihydro-1H-imidazol-3-ium chloride 

Relevant articles and documents

Efficient syntheses of four stable-isotope labeled (1R)-menthyl (1S,2S)-(+)-2-phenylcyclopropanecarboxylates

Many carbenoid cyclopropanation reactions promoted by chiral catalysts give product mixtures reflecting impressive diastereo- and enantioselectivities. Few provide a single chiral product efficiently. This limitation has been overcome in cyclopropanations of styrene and isotopically labeled styrenes with α-diazoacetates. Convenient syntheses on a 20 g scale of each of four chiral isotopically labeled (1R)-menthyl (1S,2S)-2- phenylcyclopropanecarboxylates (the 1-d-3-13C, 1,(3S)-d2, 1,2,(3S)-d3, and 1,3,3-d3 isotopomers) of better than 99% ee have been realized. The Royal Society of Chemistry 2006.

Organic chemistry: Preparative synthesis of the Corey chiral controller for enantioselective dihydroxylation of olefins

A five-step synthesis of both enantiomers of 1,2-di(2,4,6-trimethylbenzylamino)-1,2-diphenylethane, i.e., Corey (R,R)- and (S,S)-controllers for enantioselective dihydroxylation of olefins by osmium tetroxide, starting from α,α'-diphenylglyoxime, has been developed. The key operations in the synthesis are the optical resolution of intermediate rac-1,2-diamino-1,2-diphenylethane into two enantiomers using only (R,R)-tartaric acid and the subsequent enhancement of the enantiomeric purity to >98% by crystallizations of the corresponding Schiff's bis-bases. Analysis of the enantiomeric purity of the controllers can be easily performed using 1H NMR spectra of their salts with (R)-α-methoxy-α-(trifluoromethyl)phenylacetic acid (Mosher R-acid).