Synthesis of some cholic acid and deoxycholic acid oximes
Jianguo Cui
Abstract
Jianguo Cui
Abstract
The carboxyl and hydroxys of cholic acid and deoxycholic acid were transformed into the carbonyl and esteryl by a series of reactions.Six steroidal oximes were synthesized by the oximation using hydroxylammonium chloride.They were methylester 7-hydroxy-12-keto-3-hydroximinocholic acid(5),methylester 7,12-diketo-3-hydroximinocholic acid(6),methylester 12-keto-3,7-dihydroximinocholic acid(7),methylester 3,7,12-trihydroximinocholic acid(8),methylester 12-keto-3-hydroximinodeoxycholic acid(12)and methylester 3,12-dihydroximinodeoxycholic acid(13).The structures of 5~10 were characterized by NMR and IR.
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The carboxyl and hydroxys of cholic acid and deoxycholic acid were transformed into the carbonyl and esteryl by a series of reactions.Six steroidal oximes were synthesized by the oximation using hydroxylammonium chloride.They were methylester 7-hydroxy-12-keto-3-hydroximinocholic acid(5),methylester 7,12-diketo-3-hydroximinocholic acid(6),methylester 12-keto-3,7-dihydroximinocholic acid(7),methylester 3,7,12-trihydroximinocholic acid(8),methylester 12-keto-3-hydroximinodeoxycholic acid(12)and methylester 3,12-dihydroximinodeoxycholic acid(13).The structures of 5~10 were characterized by NMR and IR.
Key concepts: Deoxycholic acid, Cholic acid, Chemistry, Bile acid, Chenodeoxycholic acid, Chloride, Organic chemistry, Biochemistry