Penicilin acylase mediated synthesis of formyl cefamandole |
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Authors: | Claudio Fuganti Cristina M. Rosell Romina Rigoni Stefano Servi Auro Tagliani Marco Terreni |
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Affiliation: | (1) Dipartimento di Chimica del Politecnico, Centro CNR di Studio delle Sostanze Organiche Naturali, 20133 Milano, Italy;(2) Instituto de Catalisis y Petrolquimica, C.S.I.C., Madrid, Spain |
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Abstract: | Summary Penicillin acylase-catalyzed synthesis from D,L-methyl mandelate (1c) and the cefalosporin nucleus (2) at pH 6 gives rise preferentially to the L-diastereoisomer (3a) of cefamandole, whereas D,L-O-formyl methyl mandelate (1f) affords exclusively O-formyl cefamandole (cefamandole nafate) (4), in 30–35% yields. |
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