Process for the manufacture of 7-amino-3-exomethylene-3-cepham-4

Details Process for the manufacture of 7-amino-3-exomethylene-3-cepham-4 Process for the manufacture of 7-amino-3-exomethylene-3-cepham-4

1991-05-06

1992-10-27

Rizzo, Nicholas S.

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

540230, C07D50104

Patent

active

051590719

ABSTRACT:
A one-pot process for preparing 7-amino-3-exomethylene-3-cepham-4-carboxylic acid ester (II) comprises: (a) reacting 7-acylamino-3-exomethylene-3-cepham-1-oxide-4-carboxylic acid ester (I) with a silylating agent in an inert solvent and in the presence of a base, (b) adding a phosphorous halide to produce an iminohalide, and (c) adding an anhydrous alcohol. In a preferred embodiment, the silylating agent comprises trimethylchlorosilane, and the phosphorous halide comprises phosphorous pentachloride.

REFERENCES:
patent: 3896118 (1975-07-01), Ishimaru et al.
patent: 3925372 (1975-12-01), Chauvette
patent: 4044002 (1977-08-01), Hatfield
patent: 4115643 (1978-09-01), Kukolja et al.
patent: 4223133 (1980-09-01), Bunnell
patent: 4252973 (1981-02-01), Slusarchyk et al.
patent: 4695627 (1987-09-01), Verweij et al.
patent: 4950753 (1990-08-01), Copp et al.
patent: 5109132 (1992-04-01), Verweij et al.
M. Ochiai et al., "Reactions and Determination of Stereochemistry of 3-Methylenecepham Derivatives," Tetrahedron Letters No. 31, pp. 3241-3244, 1972, Pergamon Press.
M. Ochia et al., "Electrochemical Reduction of Cephalosporanic Acids. A New Synthesis of 7-(D-2-Amino-2-Phenylacetamido)-3-Desacetoxycephalosporanic Acid" Tetrahedron Letters No. 23, pp. 2341-2344, 1972, Pergamon Press.
R. Chauvette et al., J. Org. Chem. vol. 138, No. 17, 1973, pp. 2994-2999.

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