571-52-8

Upstream product

• 5088-64-2 3β-hydroxy-5-androsten-16-one 
• 63-02-5 [3H]-16-alpha-Hydroxyandrostenedione 
• 6132-10-1 16-Keto-testosterone 
• 5040-97-1 3β-acetoxy-5-androsten-16-one 
• 96370-11-5 3β,16α-Diacetoxy-5α,6β-dichlor-androstan-17-on 
• 17975-96-1 5α,6β-Dichlor-3β,17β-diacetoxy-androstan-16-on 
• 5040-95-9 1-(3β-acetoxy-androsta-5,16-dien-16-yl)-ethanone oxime 
• 276244-58-7 C₂₂H₃₂O₅ 
• 276244-56-5 Toluene-4-sulfonic acid (3'aS,4'R,5'S,7'aR)-5'-hydroxy-7'a-methyl-octahydro-spiro[[1,3]dioxolane-2,2'-inden]-4'-ylmethyl ester 
• 276244-50-9 C₂₁H₃₄O₃ 
• 276244-57-6 Toluene-4-sulfonic acid (3'aS,4'R,7'aR)-7'a-methyl-5'-oxo-octahydro-spiro[[1,3]dioxolane-2,2'-inden]-4'-ylmethyl ester 
• 276244-59-8 Toluene-4-sulfonic acid (3aS,4R,5S,7aR)-5-hydroxy-7a-methyl-2-oxo-octahydro-inden-4-ylmethyl ester 
• 276244-55-4 (3aR,6S,7R,7aS)-6-Hydroxy-7-hydroxymethyl-3a-methyl-octahydro-inden-2-one 
• 125632-16-8 methyl 6-(2-methyl-1,3-dioxolan-2-yl)-3-oxohexanoate 

Relevant academic research and scientific papers

Deoxygenation of steroidal ring-D 16,17-ketols with trimethylsilyl iodide

Reaction of various steroidal 16,17-ketols, 16α-hydroxy-17-ketones 1- 3, and 15, 16β-hydroxy-17-ketone 4, and 17β-hydroxy-16-ketones 5-7, and 17, along with methyl ethers of 16α- and 17β-ketols 1 and 5, with an excess of trimethylsilyl iodide (TMSI) or with HI in CHCl3, produced the deoxygenated products, a mixture of the corresponding 17- and 16-ketones, in low to quantitative yields, in which the 17-ketone was the major product in each ease. When the 16β-deuterated 16α-ketol 3 and the 17α-deuterated 17β- ketol 7 were reacted with TMSI for a brief period (15 min), the deuterium content at C-16β and C-17α of the recovered steroids 3 and 7 was reduced by 17 and 35%, respectively. The present results indicate that the deoxygenation proceeds not only through a direct iodination pathway producing α-iodoketone but also through other reaction pathways.