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Synthesis of alpha,beta-unsaturated C24 bile acids.
Kihira K, Hoshita T. Kihira K, et al. Steroids. 1985 Aug-Sep;46(2-3):767-74. doi: 10.1016/0039-128x(85)90056-x. Steroids. 1985. PMID: 3837414
Each common bile acid was converted to the corresponding C22 aldehyde which was then converted to the delta 22 bile acid by Wittig reaction with methyl (triphenylphosphoranylidene)acetate. The synthetic unsaturated bile acids were characterized by thin-layer …
Each common bile acid was converted to the corresponding C22 aldehyde which was then converted to the delta 22 bile acid by Wittig reaction …
Chemical synthesis of (22E)-3alpha,6alpha,7alpha,12alpha-Tetrahydroxy-5beta-chol-22-en-24-oic acid and its N-acylamidated conjugates with glycine or taurine: precursors of the [22,23-(3)H] labelled tracers.
Ogawa S, Adachi Y, Kakiyama G, Shimada M, Mano N, Goto J, Iida T. Ogawa S, et al. Chem Pharm Bull (Tokyo). 2010 Aug;58(8):1103-6. doi: 10.1248/cpb.58.1103. Chem Pharm Bull (Tokyo). 2010. PMID: 20686269 Free article.
The key reactions employed are: 1) degradation of the side chain in intermediary C(24) 3alpha,6alpha,7alpha,12alpha-tetrahydroxylated bile acid to the corresponding C(22) 23,24-dinor-aldehyde, followed by Wittig reaction with methyl (triphenylphosphoranylidene)ac …
The key reactions employed are: 1) degradation of the side chain in intermediary C(24) 3alpha,6alpha,7alpha,12alpha-tetrahydroxylated bile a …