Reaction of 3-(2-oxocycloalkyl)propionic acid and (R)-2-thioxothiazolidine-4-carboxylic ethyl ester

Ye Zhi Li, Yan Qing Tian, Hua Min Huang

Research output: Contribution to journalArticle

Abstract

The equimolar reaction of 3-(2-oxocyclohexyl) propionic acid or 3-(2-oxocyclopentyl) propionic acid and (R)-2-thioxothiazolidine-4-carboxyli ethyl ester (1) with N-methyl-2-chloropyridium salt in the presence of triethylamine produced the corresponding optically active W-3-CZ-oxocycloalkyl) propionyl-2-thioxothiazolidine-4-carboxylic ethyl ester (2.) and N-3-(2-oxocyclopentyl) propionyl-2-thioazolidine-4-carboxylic ethyl ester (2b). When the molar ratio of 3-(2-oxocyclohexyl)-propionic acid to compounds 1 is 2 : 1. 2, and S-excess 3-(2-oxocyclohexyl) propionic acid were obtained. When 2n and 2b react with racemic α-phenylethylamine(molar ratio 1 : 2), the photoactive compound N-3-(2-oxocyclohexyl)propionyl-α-phenylethylaine(Nn) or N-3-(2-oxocyclopentyl)propionyl-a-phenylethylamine(5b) were obtained.

Original languageEnglish (US)
Pages (from-to)X25-96
JournalKao Teng Hsueh Hsiao Hua Heush Hsueh Pao/ Chemical Journal of Chinese Universities
Volume17
Issue number1
StatePublished - Dec 1 1996

Keywords

  • (R)-2-Thioxothiazolidine-4-carboxylic ethyl ester
  • Cyclization
  • N-3-(2-Oxocycloalkyl)propionyl-2-thioxothiazolidine-4-carboxylic ethyl ester
  • α-Phenylethylamine

ASJC Scopus subject areas

  • Chemistry(all)

Fingerprint Dive into the research topics of 'Reaction of 3-(2-oxocycloalkyl)propionic acid and (R)-2-thioxothiazolidine-4-carboxylic ethyl ester'. Together they form a unique fingerprint.

  • Cite this