65166-03-2

Upstream product

• 126640-58-2 4-((3aR,3bS,5aS,6R,8aS,8bS,10R,10aR)-10-Methoxy-3a,5a-dimethyl-hexadecahydro-cyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalen-6-yl)-2,2-dimethyl-[1,2]oxasilolane 
• 84927-51-5 (17E)-6β-methoxy-3α,5-cyclo-5α-pregn-17(20)-en-16β-ol 
• 101387-33-1 (20R)-20-hydroxymethyl-6β-methoxy-3α,5-cyclo-5α-pregn-16-ene 
• 119005-06-0 (E)-21-(((bromomethyl)dimethylsilyl)oxy)-6β-methoxy-3α,5α-cyclopregn-17(20)-ene 
• 119005-07-1 (Z)-21-(((bromomethyl)dimethylsilyl)oxy)-6β-methoxy-3α,5α-cyclopregn-17(20)-ene 

Downstream Products

• 1042-59-7 20-methylpregn-5-en-3β-ol 
• 173045-70-0 (20R)-3α,5α-cyclo-6β-methoxy-20(tosyloxymethyl)-pregrane 

Relevant academic research and scientific papers

METHYLATION AND HYDROXYMETHYLATION INVOLVING FREE RADICALS. AN APPLICATION TO STEREOSELECTIVE CONSTRUCTION OF 20(S) STEROL SIDE-CHAIN

Reductive radical cyclization of bromomethyl-silyl-ethers 1b and 2b was found to proceed in 5-exo-mode.Epimeric cyclic siloxanes 3 were transformed stereoselectively into 20(S) 25-hydroxycholesterol.Unsaturated (E) ester 4 was converted to its (Z) isomer 7 via saturation and selective dehydrogenation.

Methylation and Hydroxymethylation of Allylic Alcohols via Radical Cyclization. Methodology for Stereoselective Construction of an Aliphatic Chain in Application to Sterol Synthesis

Reductive free-radical cyclization of (bromomethyl)dimethylsilyl derivatives (6b-9b) of allylic alcohols (6a-9a) was studied to evaluate the scope of a novel method of methylation and hydroxymethylation of allylic alcohols.Treatment of (bromomethyl)dimeth