Synthesis of 7-substituted-5-androstene derivatives promoted by SmI2.
The 7-substituted-5-androstene derivatives 2a-10a and 2b-10b were prepared by reaction of 3beta,17beta-di(tert-butyldimethylsilyloxy)-5-androsten-7-one 1 with different organic halides. The resulting 7alpha- and 7beta-isomers were carefully separated by column chromatography. The structural assignments of the 7alpha- and 7beta-isomers were determined by 13C-NMR.
Gu
Qin
Q
Institute of Materia Medica, Shanghai Institutes for Biological Sciences, Chinese Academy of Sciences, 555 Zu Cong Zhi Road, Zhangjiang Hi-Tech Park, Shanghai 201203, PR China.
Zheng
Yun-Hong
YH
Li
Yuan-Chao
YC
D000736:Androstenes / Q000138:chemical synthesis*; D002247:Carbon Isotopes; D002845:Chromatography / Q000379:methods; D007454:Iodides / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy / Q000379:methods; D008968:Molecular Conformation; D012493:Samarium / Q000737:chemistry*; D013237:Stereoisomerism
D000736:Androstenes; D002247:Carbon Isotopes; D007454:Iodides; D012493:Samarium; C409809:samarium diiodide