170209-09-3

Basic information

• Product Name: (1R,2R)-1,2-N,N'-bis(4-methoxyphenylamino)-1,2-diphenylethane
• Synonyms: (1R,2R)-1,2-N,N'-bis(4-methoxyphenylamino)-1,2-diphenylethane
• CAS NO: 170209-09-3
• Molecular Weight: 424.543
• Mol File: 170209-09-3.mol

Chemical Properties

• CAS DataBase Reference: (1R,2R)-1,2-N,N'-bis(4-methoxyphenylamino)-1,2-diphenylethane(CAS DataBase Reference)
• NIST Chemistry Reference: (1R,2R)-1,2-N,N'-bis(4-methoxyphenylamino)-1,2-diphenylethane(170209-09-3)
• EPA Substance Registry System: (1R,2R)-1,2-N,N'-bis(4-methoxyphenylamino)-1,2-diphenylethane(170209-09-3)

Safety Data

• Hazardous Substances Data: 170209-09-3(Hazardous Substances Data)

Upstream product

• 24978-42-5 (E,E)-N¹,N²-bis(4-methoxyphenyl)ethane-1,2-diimine 
• 591-51-5 phenyllithium 
• 783-08-4 [4-(benzylideneamino)phenyl]methanol 
• 32349-49-8 1,4-Bis(4-methoxyphenyl)-2,3-diphenyl-1,4-diaza-1,3-butadien 

Downstream Products

• 1431621-97-4 C₄₃H₄₀N₃O₃P 
• 1431617-63-8 C₄₃H₄₀N₃O₃P 
• 1431621-96-3 C₄₂H₃₈N₃O₃P 
• 1431617-61-6 C₄₂H₃₈N₃O₃P 
• 134731-67-2 (R,R)-trans-4,5-diphenylimidazolidin-2-one 
• 35132-20-8 (R,R)-1,2-diphenylethylenediamine 
• 169963-51-3 (4R,5R)-1,3-Bis-(4-methoxy-phenyl)-4,5-diphenyl-imidazolidin-2-one 

Relevant articles and documents

Asymmetric addition reaction of phenyllithium to 1,2-ethylenediimine with the aid of a chiral ligand

The reaction of N,N'-bis(4-methoxyphenyl)ethylenediimine with phenyllithium, with the mediation of a chiral ligand, provided the addition products, (1R,2R)-N,N'-bis(4-methoxyphenyl)-1,2-diphenylethanediamine of 67% ee and the meso-product, in a ratio of 41:59. The net reaction involves sequential double additions of phenyllithium. In the first addition a new chiral center is created, but with rather poor selectivity, and in the second addition kinetic discrimination takes place, giving the chiral double addition product.

Highly Enantioselective Imino Pinacol Coupling Leading to the Synthesis of 1,2-Diphenylethylenediamine Derivatives

Enantioselective imino pinacol coupling of p-anisylbenzalimine was promoted by the use of Zn-Cu couple in the presence of (+)-camphorsulfonic acid to give (R,R)-1,2-diphenylethylenediamine derivative in high enantiomeric purity.

Stereocontrol in the reduction of 1,2-diimine with an oxazaborolidine catalyst. Highly stereoselective preparation of (R,R)-1,2-diphenylethylenediamine

Highly enantioselective reduction of 1,2-bis(p-methoxyphenylimino)-1,2-diphenylethane was conducted even with 0.5 mol% of new oxazaborolidine derived from L-threonine and a stoichiometric amount of BH3·THF to give 1,2-diphenylethylenediamine derivative in excellent enantiomeric purity. The subsequent deprotection of nitrogen atoms afforded (R,R)-1,2-diphenylethylenediamine in enantiomerically pure form.