7-(S)-Acylaminocephalosporin sulfones and process

Details 7-(S)-Acylaminocephalosporin sulfones and process 7-(S)-Acylaminocephalosporin sulfones and process

1982-11-16

1984-10-16

Coughlan, Jr., Paul M.

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

Organic compounds

Chalcogen in the nitrogen containing substituent

260239A, 544 23, 544 30, 544 90, 548218, C07D50104

Patent

active

044776608

ABSTRACT:
This invention encompasses 7-(S)-acylamino-3-acetoxymethyl-3-cephem-4-carboxylic acid sulfones and the epimerization process for making them. The epimerization process employs an organic nitrogen base reagent having a pKa between about 9.0 to about 11.5. The compounds of this invention are intermediates in the synthesis of 1-oxa-.beta.-lactam antibiotics.

REFERENCES:
patent: 4399131 (1983-08-01), Durckheimer et al.
Durckheimer et al., Royal Society of Chemistry Special Publication No. 38, Recent Advances in the Chemistry of .beta.-Lactam Antibiotics, London, Chapter 4, pp. 46-51, (1981).
C. M. Pant and R. J. Stoodley, J. Chem. Soc., Perkin Trans. I., 1978, pp. 1366-1369.
M. L. Sassiver and R. G. Shepard, Tet. Letters, pp. 3993-3996, (1969).

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