Catalytic process for preparing 3-ester-methyl cephalosporins fr

Details Catalytic process for preparing 3-ester-methyl cephalosporins fr Catalytic process for preparing 3-ester-methyl cephalosporins fr

1984-03-01

1986-04-22

Daus, Donald G.

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

544 22, 544 26, 544 27, 544 30, C07D50124

Patent

active

045843716

ABSTRACT:
3-(Activated ester)methyl-3-cephem-4-carboxylic acids are prepared by the direct reaction of a 3-hydroxymethyl-3-cephem-4-carboxylic acid with an activated-O-ester-methyl forming acylating agent in the presence of a 4-(tertiary amino)pyridine catalyst, and an acid absorbing base, in a non-polar liquid solvent at -78.degree. C. to +30.degree. C.

REFERENCES:
patent: 3948906 (1976-04-01), Eardley
patent: 4008231 (1977-02-01), Wright
patent: 4323676 (1982-04-01), Tsushima et al.
March, "Advanced Organic Chemistry", 2nd Ed., pp. 361 & 362 & 331.
J. of Med. Chem., 8, (1965), 174-181, "The Chemistry . . . Acetoxyl Replacements . . . Dithiocarbamates".
J. Chem. Soc., (London), (1965), Part IV, 5015-31, "Cephalosporanic . . . Nucleophiles", J. D. Cocker et al.
J. Chem. Soc., (London), (1965), Part IV, 7020-29, "Cephalosporanic . . . Mechanism", by A. B. Taylor.
Chem. Pharm. Bull. (Japan), 27(3), 696-702, (1979)-in English, "A New Route . . . Cephalosporins", by S. Tsushima et al.

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