Synthesis of the β-Lactamase Inhibitor Tazobactam

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Abstract The synthesis of 3α-methyl-7-oxo-3β-(1H-1,2,3 triazol-1-ylmethyl)-4-thia-azobicyelo[3,2,0] heptane 2α-carboxylic acid-4,4-dioxide(tazobactam) was studied in this paper, particularly the affecting factors of the chlorization cyclization and azide substitution. The synthesis of tazobactam was described starting with 6-aminopenicillanic acid in eleven steps, that include diazotization-bromination, oxidation, chlorization cyclization and so on. Finally tazobactam was obtained and the total yield was about 4%.

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Received 2002-05-15; published 2002-05-15

Cite this article:

CAO Lin, CHEN Li-gong, LI Yang, BAI Guo-yi, WANG Zheng .Synthesis of the β-Lactamase Inhibitor Tazobactam[J] Chemcial Industry and Engineering, 2002,V19(3): 219-224

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