Studies on Prodrugs. III. A Convenient and Practical Preparation of Ampicillin Prodrugs

Shoji Ikeda, Fumio Sakamoto, Hirosato Kondo, Masaru Moriyama, Goro Tsukamoto

Research output: Contribution to journalArticle

16 Citations (Scopus)


In order to prepare ampicillin prodrugs conveniently for practical use, a new synthetic method for 6β-aminopenicillanic acid (6-APA) esters as key intermediates of various ampicillin prodrugs has been developed. Acylation of 6-APA esters to ampicillin esters was achieved in good yields by using phenylglycyl chloride hydrochloride in dichloromethane in the presence of sodium bicarbonate and amide, or ammonium bicarbonate alone. KBT-1585, bacampicillin, talampicillin and pivampicillin have been obtained in good yields by this procedure.

Original languageEnglish
Pages (from-to)4316-4322
Number of pages7
JournalChemical and Pharmaceutical Bulletin
Issue number11
Publication statusPublished - Jan 1 1984
Externally publishedYes


All Science Journal Classification (ASJC) codes

  • Chemistry(all)
  • Drug Discovery

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