Synthesis of 6 alpha-tritiated beta-muricholic acid for use as a molecular probe.
Regioselective oxidation of methyl beta-muricholate to give the 6-ketoderivative is described. Stereoselective reduction of this ketone with tritiated NaBH4 furnishes labeled methyl beta-muricholate. The structure of all compounds was confirmed by infrared, 1H, and 13C nuclear magnetic resonance spectroscopy. Data obtained by circular dichroism and mass spectroscopy were in agreement with the structure of the ketone 3.
Aranda
G
G
Laboratoire de Synthése Organique, Ecole Polytechnique, Palaiseau, France.
Bertranne
M
M
Fétizon
M
M
Infante
R
R
D002793:Cholic Acids / Q000138:chemical synthesis* / Q000737:chemistry; D002855:Chromatography, Thin Layer; D002942:Circular Dichroism; D007553:Isotope Labeling; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D010084:Oxidation-Reduction; D014316:Tritium / Q000737:chemistry
D002793:Cholic Acids; D014316:Tritium; C004821:muricholic acid