184883-07-6

Basic information

• Product Name: 4-Benzenesulfonyl-2,N-dimethyl-N-((R)-1-phenyl-ethyl)-butyramide
• Synonyms: 4-Benzenesulfonyl-2,N-dimethyl-N-((R)-1-phenyl-ethyl)-butyramide
• CAS NO: 184883-07-6
• Molecular Weight: 359.489
• Mol File: 184883-07-6.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 4-Benzenesulfonyl-2,N-dimethyl-N-((R)-1-phenyl-ethyl)-butyramide(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Benzenesulfonyl-2,N-dimethyl-N-((R)-1-phenyl-ethyl)-butyramide(184883-07-6)
• EPA Substance Registry System: 4-Benzenesulfonyl-2,N-dimethyl-N-((R)-1-phenyl-ethyl)-butyramide(184883-07-6)

Safety Data

• Hazardous Substances Data: 184883-07-6(Hazardous Substances Data)

Upstream product

• 184883-06-5 (R)-N-methyl-N-(1-phenylethyl)propanamid 
• 6283-03-0 (R) N-(phenyl-1 ethyl)propanamide 
• 930-69-8 sodium thiophenolate 
• 3886-69-9 (R)-1-phenyl-ethyl-amine 
• 4837-01-8 1-bromo-2-phenylthioethane 
• 5933-40-4 (R)-(+)-N,α-dimethylbenzylamine 

Downstream Products

• 184883-08-7 4-Benzenesulfonyl-2,N-dimethyl-N-((R)-1-phenyl-ethyl)-thiobutyramide 

Relevant articles and documents

Optically active 3-amino-2H-azirines as synthons for enantiomerically pure α,α-disubstituted α-amino acids: Syntheses of isovaline synthons and a segment of Trichotoxin A-50

The synthesis of a novel 3-amino-2-methyl-2-[2-(phenylsulfonyl)ethyl]-2H-azirine derivative 12 with a chiral substituent at the amino group is described. Chromatographic separation of the diastereoisomer mixture gave pure diastereoisomers which, after an electrochemical cleavage of the phenylsulfonyl group, yielded the (S)- and (R)-isovalin (Iva) synthons 13a and 13b, respectively. The absolute configuration of the precursor molecule 12b was established by X-ray crystallography. The Iva synthons were successfully used in the synthesis of the C-terminal pentapeptide Z-Leu-Aib-(R)-Iva-Gln-Valol of the peptaibole Trichotoxin A-50 and its epimer.