.beta.-Lactam antibiotic esterification process using methoxymet

Details .beta.-Lactam antibiotic esterification process using methoxymet .beta.-Lactam antibiotic esterification process using methoxymet

1979-02-28

1980-08-12

Trousof, Natalie

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

2602452R, 544 16, 544 18, 544 19, 544 20, 544 21, 544 22, 544 24, 544 25, 544 26, 544 27, 544 28, 544 29, 544 30, C07D49908, C07D50102

Patent

active

042172756

ABSTRACT:
Disclosed is an improved process for esterifying carboxylic acids, particularly 3-carboxylic acid groups of penicillins and 4-carboxylic acid groups of cephalosporins, to form methoxymethyl esters. Replacement according to the present process of the conventional halomethyl methyl ether esterifying agent with methoxymethyl mesylate avoids the carcinogenicity problem of the prior art reagent while still giving good yields of high quality product.

REFERENCES:
patent: 3737447 (1973-06-01), Mazur et al.
patent: 3843639 (1974-10-01), Sapino et al.
patent: 3996236 (1976-12-01), Sleezer et al.
patent: 4125716 (1978-11-01), Crast et al.
J. Am. Chem. Soc., 91, 5663, (1969).
Fed. Regist., 39, 1910, 93h, (Jan. 1974).
I Synthesis, Apr. 1975, p. 276.
II Synthesis, Apr. 1976, p. 244.
III Synthesis, Aug. 1977, p. 567.

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