Process for preparing 7-aminocephalosporanic acid derivatives

C - Chemistry – Metallurgy – 07 – D

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C07D 501/20 (2006.01) A61K 31/515 (2006.01) A61K 31/545 (2006.01) C07D 501/04 (2006.01) C07D 501/22 (2006.01) C07D 501/26 (2006.01) C07D 501/28 (2006.01) C07D 501/38 (2006.01) C07D 501/40 (2006.01) C07D 501/48 (2006.01) C07D 501/50 (2006.01) C07D 501/60 (2006.01)

Patent

CA 1069120

PROCESS FOR PREPARING 7-AMINOCEPHALOSPORANIC ACID DERIVATIVES ABSTRACT OF THE DISCLOSURE 7-Aminocephalosporanic acid derivatives represented by the general formula (III), Image (III) wherein X is hydrogen, hydroxyl, acetoxy or a nucleophilic residue, which are useful as a starting material for the synthesis of cephalosporin type antibiotics low in toxicity and broad in pharmacological effect can be easily prepared by allowing to react cephalosporin C or its derivative represented by the general formula (I), Image (I) wherein X is as defined above, or a salt thereof with an .alpha.-keto derivative represented by the general formula (II), Image (II) . wherein R1 is carboxyl, aroyl or amide when R2 is hydrogen, and is carboxy] when R2 is alkyl or aryl, or its salt. In this case, the yield of the 7- aminocephalosporanic acid derivatives can be remark- ably improved by carrying out the reaction in the pre- sence of hydrogen peroxide. The yield can be further improved by adding thiosulfuric acid or a salt thereof after the completion of the reaction to de- compose the unreacted hydrogen peroxide.

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