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 journalArticlepeer-review


    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
    Issue number1
    StatePublished - Dec 1 1996


    • (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)


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