Tetrahedron Letters p. 1621 - 1622 (1991)
Update date:2022-08-04
Topics: Characterization Workup Reaction Conditions Enzyme Selection Substrate Preparation Enzymatic Acylation Choice of Beta-Lactam Intermediate Further Steps in Loracarbef Synthesis
Zmijewski, Milton J.
Briggs, Barbara S.
Thompson, Allen R.
Wright, Ian G.
Penicillin G amidase from E. coli has been shown to selectively acylate, in an efficient manner, the (2R,3S) isomer of a cis, racemic azetidinone intermediate used in a synthesis of loracarbef, a carbacephalosporin antibiotic.The acylation occurs using methyl phenylacetate (MPA) and using methyl phenoxyacetate (MPOA) as the acylating agents.The enzyme displays similar enantioselectivity with MPOA or MPA.
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