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An improved synthesis of [24‐ 14 C]cholic acid, and its application to the synthesis of [ 14 C]SCH 209702 (Syn3). Synthesis of [ 2 H 8 ]SCH 209702
Author(s) -
Ren Sumei,
McNamara Paul,
Koharski David
Publication year - 2008
Publication title -
journal of labelled compounds and radiopharmaceuticals
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.432
H-Index - 47
eISSN - 1099-1344
pISSN - 0362-4803
DOI - 10.1002/jlcr.1509
Subject(s) - cholic acid , chemistry , cyanide , potassium cyanide , chemical synthesis , potassium , stereochemistry , bile acid , organic chemistry , biochemistry , in vitro
An efficient synthesis of [24‐ 14 C]cholic acid from potassium [ 14 C]cyanide has been developed. The key intermediate, 23‐chloro‐3α, 7α, 12α‐triformyloxynorcholane, was synthesized by degradation of triformyl protected cholic acid. Different degradation conditions were explored. The synthesis of [ 14 C]SCH 209702 from 23‐chloro‐3α, 7α, 12α‐triformyloxynorcholane and potassium [ 14 C]cyanide is described. The synthesis of [ 2 H 8 ]SCH 209702 from [ 2 H 4 ]cholic acid is also presented. Copyright © 2008 John Wiley & Sons, Ltd.