225110-83-8

Basic information

• Product Name: C₂₇H₂₉N₃O₃S
• Synonyms: C₂₇H₂₉N₃O₃S
• CAS NO: 225110-83-8
• Molecular Weight: 475.612
• Mol File: 225110-83-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: C₂₇H₂₉N₃O₃S(CAS DataBase Reference)
• NIST Chemistry Reference: C₂₇H₂₉N₃O₃S(225110-83-8)
• EPA Substance Registry System: C₂₇H₂₉N₃O₃S(225110-83-8)

Safety Data

• Hazardous Substances Data: 225110-83-8(Hazardous Substances Data)

Upstream product

• 4299-70-1 L-tryptophan methyl ester 
• 225110-75-8 (2'S,3'S,5'S)-2'-(2-Methyl-2-phenylsulfanyl-propyl)-2-oxo-1,2-dihydro-spiro[indole-3,3'-pyrrolidine]-5'-carboxylic acid methyl ester 
• 111427-85-1 (1S,3S)-1-(2-Methyl-2-phenylsulfanyl-propyl)-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylic acid methyl ester 
• 111427-84-0 3-methyl-3-(phenylthio)butanal 
• 225110-73-6 (2'S,3'S,5'S)-2'-(2-Methyl-2-phenylsulfanyl-propyl)-2-oxo-1,2-dihydro-spiro[indole-3,3'-pyrrolidine]-1',5'-dicarboxylic acid 1'-tert-butyl ester 5'-methyl ester 
• 225110-68-9 (1S,3S)-1-(2-Methyl-2-phenylsulfanyl-propyl)-1,3,4,9-tetrahydro-β-carboline-2,3-dicarboxylic acid 2-tert-butyl ester 3-methyl ester 

Relevant articles and documents

Total synthesis of spirotryprostatin a, leading to the discovery of some biologically promising analogues

The total synthesis of the title compound has been accomplished. A key step involves the oxidative rearrangement of the β-carboline derivative to an oxindole via the action of N-bromosuccinimide. From this point, a diketopiperazine was introduced. A thiophenyl group served as a precursor of the isopropylidene function. Implementation of the same sort of chemistry starting with a methoxytryptophan derivative led to the parent structures. Furthermore, it was shown that the difficultly accessible isopropylidene side chain of spirotryprostatin A is not necessary for biological activity. Moreover, three analogues lacking the diketopiperazine system were shown to be quite active as cell cycle inhibitors.