7-Aminocephalosporanic Acid
Structural Formula Vector Image
Title: 7-Aminocephalosporanic Acid
CAS Registry Number: 957-68-6
CAS Name: (6R,7R)-3-[(Acetyloxy)methyl]-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Additional Names: 7-amino-3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid acetate ester; 3-acetoxymethyl-7-aminoceph-3-em-4-oic acid; 7-ACA
Molecular Formula: C10H12N2O5S
Molecular Weight: 272.28
Percent Composition: C 44.11%, H 4.44%, N 10.29%, O 29.38%, S 11.78%
Literature References: Starting material for semi-synthetic cephalosporins. Obtained by mild acid hydrolysis of cephalosporin C, q.v.: Loder et al., Biochem. J. 79, 408 (1961); Morin et al., J. Am. Chem. Soc. 84, 3400 (1962); Morin et al., BE 615955 (1962 to Lilly), C.A. 58, 11373c (1963); by enzymatic hydrolysis of cephalosporin C: Walton, US 3239394 (1966 to Merck & Co.). Improved prepn: Fechtig et al., Helv. Chim. Acta 51, 1108 (1968). Review of preparative methods: Huber et al., in Cephalosporins and Penicillins, E. H. Flynn, Ed. (Academic Press, New York, 1972) pp 27-73.
Properties: Crystals. pI 3.5. Rf 0.14 in 1-butanol-ethanol-water (4:1:5 by vol).

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