Process for preparing cephalosporin derivatives

Details Process for preparing cephalosporin derivatives Process for preparing cephalosporin derivatives

1983-03-23

1986-01-14

Rizzo, Nicholas S.

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

Organic compounds

Chalcogen in the nitrogen containing substituent

544 1622, 544 2627, C07D50104

Patent

active

045646767

ABSTRACT:
A 7-acylamino (or 7-amino)-3-(substituted thiomethyl)cephalosporin derivative or a carboxyl derivative thereof is prepared by heating the corresponding 7-acylamino (or 7-amino)-3-carbamoyloxymethylcephalosporanic acid or a carboxyl derivative thereof with a thiol corresponding to the group which it is desired to introduce at the 3-position under conditions in which the water present is minimized, specifically, either no water is present or the amount of water is limited to less than 5 times the weight of the 7-acylamino (or 7-amino)-3-carbamoyloxymethylcephalosporanic acid or carboxyl derivative thereof. The compounds thus prepared are useful as pharmaceuticals or as intermediates in the production of pharmaceuticals. One of the compounds thus prepared, namely 7.alpha.-methoxy-3-(1-methyl-1H-tetrazol-5-yl)thiomethyl-7.beta.-(O-5-p-ni trobenzoylamino-5-carboxyvaleramido-3-cephem-4-carboxylic acid, is a new compound and it and its salts and esters also form part of the present invention.

REFERENCES:
patent: 3840531 (1974-10-01), Green
patent: 4014874 (1977-03-01), Peter et al.
patent: 4144391 (1979-03-01), Hatfield et al.
patent: 4165429 (1979-08-01), Iwanami et al.
patent: 4312986 (1982-01-01), Saikawa et al.
patent: 4317907 (1982-03-01), Saikawa et al.

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