Process for the preparation of cephalosporin compounds

Details Process for the preparation of cephalosporin compounds Process for the preparation of cephalosporin compounds

1979-09-20

1981-08-18

Coughlan, Jr., Paul M.

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

Organic compounds

Chalcogen in the nitrogen containing substituent

544 16, 544 21, C07D50104

Patent

active

042847664

ABSTRACT:
A process for the preparation of cephalosporins having a phosphonocarbamoyloxymethyl group at the 3-position by reacting a cephalosporin having at the 3-position a group ##STR1## (wherein R.sup.4 and R.sup.5 are independently alkyl, aralkyl, alicyclic or aryl groups or together form a divalent group) with a compound of formula ##STR2## (wherein R.sup.6, R.sup.7 and R.sup.8 are independently alkyl, aralkyl, alicyclic or aryl groups or any two of R.sup.6, R.sup.7 and R.sup.8 together form a divalent group, and X is halogen) followed by hydrolysis. The 3-phosphonocarbamoyloxymethyl cephalosporin products of the process exhibit antibiotic activity, and if desired may be readily converted to 3-carbamoyloxymethyl cephalosporins which themselves show antibiotic activity.

REFERENCES:
patent: 4252974 (1981-02-01), Laing et al.
Weinstock et al., Tet. Letts. (1975), No. 46,3979-3982.
Rudinskas et al., J. Med. Chem. (1976), vol. 19, No. 12, 1367-1371.
McKenna et al., Tet. Letts. (1977), No. 2, 155-158.

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