A scalable chemoenzymatic process for 7-amino-3-[Z-2-(4-methylthiazol-5-yl)vinyl]-3-cephem-4-carboxylic acid (ATCA)

作者：Gao, Chun Hui; Jia, Cheng Guo; Li, Wei; Zhang, Yue^*; Yu, Yi Feng

来源：Research on Chemical Intermediates, 2013, 39(8): 3911-3917.

DOI：10.1007/s11164-012-0907-0

• Cefditoren pivoxil
• ATCA
• Deprotection
• Trichloroacetic acid
• Immobilized penicillin acylase
• Process

An efficient chemoenzymatic process has been developed for preparation of 7-amino-3-[Z-2-(4-methylthiazol-5-yl)vinyl]-3-cephem-4-carboxylic acid, featuring removal of para-methoxybenzyl by trichloroacetic acid and cleavage of phenylacetyl E-isomer by immobilized penicillin acylase enzyme. The E-isomer of 7-amino-3-[Z-2-(4-methylthiazol-5-yl)vinyl]-3-cephem-4-carboxylic acid could be easily decreased to less than 0.2 % by salt formation. Importantly, trichloroacetic acid and immobilized penicillin acylase enzyme could be recovered and reused. The enzyme reaction could be run in a flow reactor. Only two crystallizations are involved as the purification procedure in the six-step sequence.

• 出版日期2013-10
• 单位河北科技大学