Process for etherifying .beta.-lactam antibiotics

Details Process for etherifying .beta.-lactam antibiotics Process for etherifying .beta.-lactam antibiotics

1975-01-30

1976-11-30

Rizzo, Nicholas S.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

2602391, 424246, 424270, C07D50160

Patent

active

039948854

ABSTRACT:
6-Alkoxylated-6-acylamidopenicillanic acids and 7-alkoxylated-7-acylamidocephalosporin acids and esters thereof, are provided by reacting a 6-acylamidopenicillanic acid ester or a 7-acylamidocephalosporin ester under anhydrous conditions at -90.degree. C. to -15.degree. C. with an alkali metal salt of a lower alkyl alcohol in the presence of an excess of the corresponding alcohol to produce, in situ, the anionic form of the antibiotic which on halogenation with a positive halogen compound, e.g. t-butyl hypochlorite, yields the compound of the invention. Compounds of the invention, e.g. 6-methoxy-6-phenoxyacetamidopenicillanic acid and 7-methoxy-7-[2-(2-thienyl)acetamido]cephalosporanic acid are useful antibiotics.

REFERENCES:
patent: 3775410 (1973-11-01), Christensen et al.
patent: 3780031 (1973-12-01), Christensen et al.
patent: 3780034 (1973-12-01), Christensen et al.
patent: 3780037 (1973-12-01), Hazen

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