159979-15-4

Basic information

• Product Name: (3'R,5'S)-2-Oxo-1,2-dihydro-spiro[indole-3,3'-pyrrolidine]-1',5'-dicarboxylic acid 1'-benzyl ester 5'-methyl ester
• CAS NO: 159979-15-4
• Molecular Weight: 380.4
• Mol File: 159979-15-4.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (3'R,5'S)-2-Oxo-1,2-dihydro-spiro[indole-3,3'-pyrrolidine]-1',5'-dicarboxylic acid 1'-benzyl ester 5'-methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (3'R,5'S)-2-Oxo-1,2-dihydro-spiro[indole-3,3'-pyrrolidine]-1',5'-dicarboxylic acid 1'-benzyl ester 5'-methyl ester(159979-15-4)
• EPA Substance Registry System: (3'R,5'S)-2-Oxo-1,2-dihydro-spiro[indole-3,3'-pyrrolidine]-1',5'-dicarboxylic acid 1'-benzyl ester 5'-methyl ester(159979-15-4)

Safety Data

• Hazardous Substances Data: 159979-15-4(Hazardous Substances Data)

Upstream product

• 160024-55-5 (S)-1,3,4,9-Tetrahydro-β-carboline-2,3-dicarboxylic acid 2-benzyl ester 3-methyl ester 

Relevant articles and documents

Synthesis of the oxindole alkaloid (-)-Horsfiline

A synthesis of (-)-horsfiline ((-)-1), a metabolite isolated recently from Horsfieldia syperba, is described. The diastereoface selectivity of the crucial oxidative rearrangement of chiral tetrahydro-β-carboline precursors into the corresponding oxindoles was investigated in some detail and found to depend critically on the substitution pattern of the aliphatic amino group. These findings were exploited for the preparation of(-)-1, as well as of the unnatural optical antipode (+)-1, starting from 5-hydroxy-L-tryptophan as the single source from the chiral pool.