Method for producing cephem compounds

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

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540222, 540215, 540221, C07D50104

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051625229

ABSTRACT:
A method for producing 3-(3-oxobutyryloxymethyl)-3-cepham-4-carboxylic acids which are antibiotics or intermediates for the synthesis of antibiotics, at a low temperature in a very short period of time and in good yield, characterized by reacting a 3-hydroxylmethyl-3-cephem-4-carboxylic acid with diketene in the presence of a 4-(tertiary-amino)pyridine and if necessary, when a 7-acylamino-3-(3-oxobutyryloxymethyl)-3-cephem-4-carboxylic acid is obtained, subjecting it to deacylation at the 7-position thereof.

REFERENCES:
patent: 4323676 (1982-04-01), Tsushima et al.
patent: 4584371 (1986-04-01), Timko
patent: 4908444 (1990-03-01), Naito et al.
J. Org. Chem., 1984, vol. 49, No. 4, pp. 722-725.
R. J. Clemens, "Diketene," Chemical Reviews, vol. 86, No. 2, Apr. 1986, pp. 247-253, American Chemical Society, Washington, D.C., USA.

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