138508-10-8Relevant articles and documents
An Efficient Synthesis of (2S,4S)-2-Substituted-4-mercaptopyrrolidine Derivatives
Matsumura, Haruki,Bando, Takashi,Sunagawa, Makoto
, p. 147 - 160 (2007/10/02)
An efficient synthesis of (2S,4S)-2-substituted 4-mercapto-1-p-nitrobenzyloxycarbonylpyrrolidine (2) was studied.Intramolecular cyclization of (2S,4R)-1-p-nitrobenzyloxycarbonyl-4-methanesulfonyloxy-2-pyrrolidinethiocarboxylic acid (8), derived from trans-4-hydroxy-L-proline (3), afforded (1S,4S)-5-p-nitrobenzyloxycarbonyl-2-thia-5-azabicycloheptan-3-one (7).Reaction of 7 with primary amine, secondary amine and alkoxide afforded corresponding 2 in high yield.