.beta.-lactam antibiotics

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

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540226, 540222, C07D498053, A61K 31535

Patent

active

051420392

ABSTRACT:
A method for preparing 2-amino-.beta.-lactams which are substituted by readily-removed protecting groups is provided. According to this invention, an acyl-2-amino-.beta.-lactam is further acylated with a different acyl group and is subsequently treated with base to provide a protected 2-amino .beta.-lactam with a more desirable protecting group.

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Grehn, J. Chem. Soc. Chem. Comm., 1985, p. 1317.
D.L. Flynn et al., "A Mild Two-Step Method for the Hydrolysis/Methanolysis of Secondary Amides and Lactams", J. Org. Chem., 1983, 48, 2424-2426.
L. Grehn et al., "Exhaustive tert-Butoxycarbonylation of Peptide Nitrogens", Chem. Comm., 1985, 510-511.
J. D. Cocker et al., "Cephalosporanic Acids. Part II. Displacement of the Acetoxy-group by Nucleophiles", J. Chem. Soc., 1965, 5015-5031.
Spry, Heterocycles 26, 2911 (1987).

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