6173-64-4Relevant articles and documents
Synthesis of 3- and 21-monosulfates of [2,2,3β,4,4-2H 5]-tetrahydrocorticosteroids in the 5β-series as internal standards for mass spectrometry
Ikegawa, Shigeo,Nagae, Kaori,Mabuchi, Takayuki,Okihara, Rika,Hasegawa, Maki,Minematsu, Toshie,Iida, Takashi,Mitamura, Kuniko
experimental part, p. 1232 - 1240 (2011/11/06)
The 3- and 21-monosulfates of pentadeuterated 5β- tetrahydrocorticosteroides were synthesized, starting from cortisol and 11-deoxycotisol. The principal reactions used were (1) perdeuteration of the methylene groups adjacent to the 3-oxo group of 17,20:20,21-bismethylendioxy- 5β-3-ketosteroids with NaOD in CH3OD followed by stereoselective reduction with NaBD4, (2) sulfation of hydroxy groups with sulfur trioxide-trimethylamine complex, and (3) removal of the 17,20:20,21- bismethylendioxy group with hydrogen fluoride. The labeled compounds can be used as internal standards in liquid chromatography/mass spectrometry assays for clinical and biochemical studies.