ENANTIOSELECTIVE ACYLATION OF A BETA-LACTAM INTERMEDIATE IN THE SYNTHESIS OF LORACARBEF USING PENICILIIN G AMIDASE

DOI: 10.1016/S0040-4039(00)74287-0

Source and publish data:

Tetrahedron Letters p. 1621 - 1622 (1991)

Update date:2022-08-04

Topics: Characterization Workup Reaction Conditions Enzyme Selection Substrate Preparation Enzymatic Acylation

Authors:

Zmijewski, Milton J.

Briggs, Barbara S.

Thompson, Allen R.

Wright, Ian G.

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Article abstract of DOI:10.1016/S0040-4039(00)74287-0

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.

Full text of DOI:10.1016/S0040-4039(00)74287-0

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