187532-27-0

Basic information

• Product Name: (2S,3S)-3-(2-methylpropyl)-N-(4-nitrobenzenesulfonyl)-2-vinylaziridine
• Synonyms: (2S,3S)-3-(2-methylpropyl)-N-(4-nitrobenzenesulfonyl)-2-vinylaziridine
• CAS NO: 187532-27-0
• Molecular Weight: 310.374
• Mol File: 187532-27-0.mol

Chemical Properties

• CAS DataBase Reference: (2S,3S)-3-(2-methylpropyl)-N-(4-nitrobenzenesulfonyl)-2-vinylaziridine(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,3S)-3-(2-methylpropyl)-N-(4-nitrobenzenesulfonyl)-2-vinylaziridine(187532-27-0)
• EPA Substance Registry System: (2S,3S)-3-(2-methylpropyl)-N-(4-nitrobenzenesulfonyl)-2-vinylaziridine(187532-27-0)

Safety Data

• Hazardous Substances Data: 187532-27-0(Hazardous Substances Data)

Upstream product

• 132065-38-4 (3R,4S)-4-Amino-6-methyl-hept-1-en-3-ol 
• 98-74-8 4-Nitrobenzenesulfonyl chloride 
• 187532-13-4 4(S)-<(tert-butyloxycarbonyl)amino>-3-hydroxy-6-methyl-1-heptene 
• 82010-31-9 (S)-(1-hydroxymethyl-3-methylbutyl)carbamic acid tert-butyl ester 
• 58521-45-2 tert-butoxycarbonyl-L-leucinal 
• 113982-02-8 (4S,5R)-4-(2-methylpropyl)-5-vinyloxazolidin-2-one 
• 7533-40-6 (S)-2-amino-4-methylpentan-1-ol 
• 187532-25-8 (3R,4S)-4-[N-(4-nitrobenzenesulfonyl)amino]-6-methyl-1-hepten-3-ol 

Relevant articles and documents

A Thermodynamic Preference of Chiral N-Methanesulfonyl and N-Arenesulfonyl 2,3-cis-3-Alkyl-2-Vinylaziridines over Their 2,3-Trans-Isomers: Useful Palladium(0)-Catalyzed Equilibration Reactions for the Synthesis of (E)-Alkene Dipeptide Isosteres

Palladium(0)-catalyzed reactions of N-methanesulfonyl- or N-(arenesulfonyl)-3-alkyl-2-vinylaziridines reveal that 2,3-cis-isomers are more stable than the corresponding 2,3-trans-isomers in accord with ab initio calculations. A highly stereoselective synthetic route to (E)-alkene dipeptide isosteres having desired stereochemistries from 2,3-cis-3-isobutyl-2-vinylaziridine by the use of organocopper chemistry is also presented.