Steroids

Synthesis and 29-14 C-labeling of 3α, 7α, 12α-trihydroxy-27-carboxymethyl-5β-cholestan-26-oic acid. A bile acid occurring in peroxisomal diseases

…, RH Busson, GA Janssen, GP Mannaerts, HJ Eyssen

Index: Parmentier; Busson; Janssen; Mannaerts; Eyssen Steroids, 1993 , vol. 58, # 8 p. 351 - 356

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Citation Number: 5

Abstract

Abstract The synthesis and 14-labeling of 3α, 7α, 12α-trihydroxy-27-carboxymethyl-5-β- cholestan-26-oic acid by two different approaches is described. One of them involves chain elongation of cholic acid via Wittig-Horner condensation of its formylated 24-aldehyde with tetraethyl phosphonoglutarate. The resulting cholestenoate, on deprotection and hydrogenation, affords the unusual C 29 bile acid in good yield. An alternative procedure ...