162460-22-2

Basic information

• Product Name: 3β-(t-butyldimethylsilyloxy)-16α-(dimethylphenylsilyl)-5α-pregnan-20-one
• CAS NO: 162460-22-2
• Molecular Weight: 567.015
• Mol File: 162460-22-2.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 3β-(t-butyldimethylsilyloxy)-16α-(dimethylphenylsilyl)-5α-pregnan-20-one(CAS DataBase Reference)
• NIST Chemistry Reference: 3β-(t-butyldimethylsilyloxy)-16α-(dimethylphenylsilyl)-5α-pregnan-20-one(162460-22-2)
• EPA Substance Registry System: 3β-(t-butyldimethylsilyloxy)-16α-(dimethylphenylsilyl)-5α-pregnan-20-one(162460-22-2)

Safety Data

• Hazardous Substances Data: 162460-22-2(Hazardous Substances Data)

Upstream product

• 75583-57-2 lithium bis(dimethyl(phenyl)silyl)cuprate 
• 86679-51-8 (3β,5α)-3-{[(tert-butyl)dimethylsilyl]oxy}pregn-16-en-20-one 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 566-61-0 allopregnenolone 

Relevant articles and documents

Synthesis of hydroxylated steroid hormones via conjugate addition of a silyl-cuprate reagent

The synthesis of several hydroxylated steroids via conjugate addition of Fleming's silyl-cuprate reagent, (PhMe2Si)2CuLi, a masked hydroxyl group, to the appropriate enone was studied.By this means 7α-hydroxytestosterone (7) was obtained in good yield from 17β-hydroxyandrosta-4,6-dien-3-one (1a), though similar reactions on 17β-hydroxyandrosta-1,4-dien-3-one (8) gave a low yield of 1α-hydroxytestosterone (13) chiefly through the poor conversion of the phenylsilyl intermediate into the halogenosilane. 3β,16α-Dihydroxy-5α-pregnan-20-one (18b) was obtained in a similar manner from 3β-hydroxy- 5α-pregn-16-en-20-one and 5α-cholestane-1α,3α-diol (17) was produced from the 1-en-3-one (14) via conjugate addition of the silyl group, reduction of the carbonyl function, and oxidative removal of the silyl group. - Keywords: hydroxylated steroids; 7α-hydroxytestosterone; 1α-hydroxytestosterone; 3β,16α-dihydroxy-5α-pregnan-20-one; 5α-cholestane-1α,3α-diol