911306-54-2

Basic information

• Product Name: (+)-(1S,2S)-N-[(R)-α-acetoxyphenylacetyl]-N'-benzoyl-1,2-diamino-1,2-diphenylethane
• Synonyms: (+)-(1S,2S)-N-[(R)-α-acetoxyphenylacetyl]-N'-benzoyl-1,2-diamino-1,2-diphenylethane
• CAS NO: 911306-54-2
• Molecular Weight: 492.574
• Mol File: 911306-54-2.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (+)-(1S,2S)-N-[(R)-α-acetoxyphenylacetyl]-N'-benzoyl-1,2-diamino-1,2-diphenylethane(CAS DataBase Reference)
• NIST Chemistry Reference: (+)-(1S,2S)-N-[(R)-α-acetoxyphenylacetyl]-N'-benzoyl-1,2-diamino-1,2-diphenylethane(911306-54-2)
• EPA Substance Registry System: (+)-(1S,2S)-N-[(R)-α-acetoxyphenylacetyl]-N'-benzoyl-1,2-diamino-1,2-diphenylethane(911306-54-2)

Safety Data

• Hazardous Substances Data: 911306-54-2(Hazardous Substances Data)

Upstream product

• 33722-46-2 isoamarine 
• 573-33-1 DL-(4R,5S)-2,4,5-triphenyl-4,5-dihydro-1H-imidazole 
• 911306-52-0 (-)-(4S,5S)-1-[(R)-α-acetoxyphenylacetyl]-4,5-dihydro-2,4,5-triphenyl-1H-imidazole 

Downstream Products

• 29841-69-8 (S,S)-1,2-diphenyl-1,2-diaminoethane 

Relevant articles and documents

A convenient preparation of enantiomerically pure (+)-(1R,2R)- and (-)-(1S,2S)-1,2-diamino-1,2-diphenylethanes

A gram-scale preparation of (1S,2S)- and (1R,2R)-1,2-diamino-1,2- diphenylethanes, (1S,2S)-1 and (1R,2R)-1, is reported via (±)-iso-amarine 4. Strategically, the activation of (±)-iso-amarine 4 for hydrolysis to the required diamines and enantiomeric resolution is achieved simultaneously by formation of two separable diastereoisomeric N-acylamidines 5 and 6 derived from direct DCC-mediated coupling of (±)-iso-amarine 4 with (R)-acetylmandelic acid. iso-Amarine 4 is conveniently obtained from amarine 3, and a one-pot synthesis of the latter is reported from benzaldehyde and hexamethyldisilazane as catalysed by benzoic acid.