Process and intermediates for preparation of 1,1-dioxopenicillan

Chemistry of carbon compounds – Miscellaneous organic carbon compounds – C-metal

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2602391, C07D49942, A61K 31425

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active

045307920

ABSTRACT:
A process for the preparation of 1,1-dioxopenicillanoyloxymethyl 6-beta-aminopenicillanate which comprises reacting 1,1-dioxopenicillanoyloxymethyl 6-phenylacetamidopenicillanate or the corresponding phenoxyacetamidopenicillanate under anhydrous conditions with a halogenating agent in the presence of a reaction inert solvent to form an intermediate imino halide, addition of a primary alcohol having from one to four carbon atoms to convert the imino halide to an imino ether and subsequent hydrolysis to give the desired product.

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patent: 4364957 (1982-12-01), Barth
patent: 4376076 (1983-03-01), Kellogg
B. Baltzer et al., Journal of Antibiotics, 33, 1183 (1980).

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