Synthesis of 2-(2-benzyloxycarbonylaminothiazol-4-yl)-5-(3-methyl-2- butenyloxycarbonyl) pent-2-enoic acid

Ze Wang Feng*, Cheng Hui Sun, Xin Qi Zhao

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

Abstract

2-(2-Benzyloxycarbonylaminothiazol-4-yl)-5-(3-methyl-2-butenyloxycarbonyl) pent-2-enoic acid (1), the key intermediate of ceftibuten, was prepared from methyl (2-aminothiazol-4-yl)acetate which could be easily bought in China through a three-step reaction of amino group protection, Michael addition-elimination and selective esterification with an overall yield of 63.0%. This facile and lower-cost process was suitable for industrial production.

Original languageEnglish
Pages (from-to)604-607+635
JournalChinese Journal of Antibiotics
Volume32
Issue number10
Publication statusPublished - 2007

Keywords

  • 2-(2-Benzyloxycarbonylaminothiazol-4-yl)-5-(3-methyl-2-butenyloxycarbonyl) pent-2-enoic acid
  • Ceftibuten
  • Intermediate
  • Synthesis

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