Tritium labeled trans-4-n-butyl-2,3-3H-cyclohexanecarboxylic acid. Preparation of testosterone 17β-trans-4-n-butyl-2,3-3H-cyclohexanecarboxylate and [4-14C]-testosterone 17β-trans-4-n-butylcyclohexane carboxylate

Autor:	Pemmaraju N. Rao, C. K. Acosta, Hyun K. Kim, James W. Cessac
Rok vydání:	1990
Předmět:	Birch reduction Stereochemistry Organic Chemistry Diastereomer Metabolism Cyclohexanecarboxylic acid Biochemistry Analytical Chemistry Catalysis chemistry.chemical_compound chemistry Thiourea Drug Discovery Radiology Nuclear Medicine and imaging Tritium Carboxylate Spectroscopy
Zdroj:	Journal of Labelled Compounds and Radiopharmaceuticals. 28:1201-1212
ISSN:	0362-4803
Popis:	The synthesis of trans-4-n-butyl-2,3-3H-cyclohexanecarboxylic acid is described. The title compound was synthesized by catalytic tritiation of 4-n-butylcyclohex-2-enecarboxylic acid, which was obtained from a “double” Birch reduction of 4-n-butylbenzoic acid. The trans-acid was isolated from a mixture of cis/trans diastereomers by the selective formation of a thiourea inclusion complex. The title compound was used for the synthesis of the 17β-ester of testosterone. In addition, [4-14C]-testosterone was esterfied using unlabelled trans acid. The three radiolabelled compounds will be used in metabolism studies.
Databáze:	OpenAIRE
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