799561-66-3

Basic information

• Product Name: 2H-Indol-2-one, 3,3'-[(2S,3S)-2,3-dihydroxy-1,4-butanediyl]bis[1,3-dihydro-3-(3-methyl-2 -butenyl)-1-(phenylmethyl)-, (3S,3'S)-
• CAS NO: 799561-66-3
• Molecular Formula: C44H48N2O4
• Molecular Weight: 668.876
• Mol File: 799561-66-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 2H-Indol-2-one, 3,3'-[(2S,3S)-2,3-dihydroxy-1,4-butanediyl]bis[1,3-dihydro-3-(3-methyl-2 -butenyl)-1-(phenylmethyl)-, (3S,3'S)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2H-Indol-2-one, 3,3'-[(2S,3S)-2,3-dihydroxy-1,4-butanediyl]bis[1,3-dihydro-3-(3-methyl-2 -butenyl)-1-(phenylmethyl)-, (3S,3'S)-(799561-66-3)
• EPA Substance Registry System: 2H-Indol-2-one, 3,3'-[(2S,3S)-2,3-dihydroxy-1,4-butanediyl]bis[1,3-dihydro-3-(3-methyl-2 -butenyl)-1-(phenylmethyl)-, (3S,3'S)-(799561-66-3)

Safety Data

• Hazardous Substances Data: 799561-66-3(Hazardous Substances Data)

Upstream product

• 222533-60-0 1-benzyl-3-(3-methylbut-2-enyl)-1,3-dihydroindol-2-one 
• 870-63-3 prenyl bromide 
• 7135-32-2 1-benzylindolin-2-one 
• 799561-14-1 C₄₇H₅₂N₂O₄ 

Relevant articles and documents

Asymmetric synthesis of pyrrolidinoindolines. Application for the practical total synthesis of (-)-phenserine

A versatile route to enantiopure 3,3-disubstituted oxindoles and 3a-substituted pyrrolidinoindolines is described in which diastereoselective dialkylation of enantiopure ditriflate 10 with oxindole enolates is the central step. These reactions are rare examples of alkylations of prostereogenic enolates with chiral sp3 electrophiles that proceed with high facial selectivity (10-20:1). The scope of this method is explored, and a model to rationalize the sense of stereoselection is advanced. This dialkylation chemistry was used to synthesize (-)-phenserine on a multigram scale in six steps and 43% overall yield from 5-methoxy-1,3-dimethyloxindole (27) and to complete a short formal total synthesis of (-)-physostigmine (2).