117467-15-9

Upstream product

• 67-56-1 methanol 
• 53139-42-7 stigmasteryl tosylate 
• 104494-87-3 (22S,23S)-22,23-epoxy-6β-methoxy-3α,5-cyclo-5α-stigmastane 
• 105644-46-0 (22R,24R)-6β-methoxy-3α,5-cyclo-5α-stigmastan-22-ol 
• 127-08-2 potassium acetate 

Downstream Products

• 915-05-9 stigmast-5-en-3-yl acetate 
• 1065-41-4 O-(3.5-dinitro-benzoyl)-(β)-sitosterol 
• 76740-15-3 (S)-2-ethyl-3-methylbutanal 
• 107304-12-1 3α,5α-cyclo-stigmasta-6,22t-diene 
• 10453-25-5 iso-stigmasteryl methyl ether 
• 25819-77-6 6β-methoxy-3α,5β-cyclo-23-norchol-22-al 
• 83-46-5 β-sitosterol 
• 115487-68-8 (4E)(6R)-6-(dichloro-2,4-phenylcarbonyloxy)-6-(20S-6-paratoluenesulfonyl)-4-hexenoate 
• 115487-66-6 (E)-(6R,7S)-6-Ethoxycarbonyloxy-7-((1aR,3aR,3bS,5aS,6R,8aS,8bS,10aR)-10-methoxy-3a,5a-dimethyl-hexadecahydro-cyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalen-6-yl)-2-(toluene-4-sulfonyl)-oct-4-enoic acid ethyl ester 
• 115487-64-4 ethyl(4E)(6R)-6-hydroxy-6-(20S-6β-methoxy-3α,5α-cyclopregnanyl)-2-paratoluenesulfonyl-4-hexenoate 
• 115487-70-2 (R)-2-[(E)-(R)-3-((1aR,3aR,3bS,5aR,6R,8aS,8bS,10aR)-10-Methoxy-3a,5a-dimethyl-hexadecahydro-cyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalen-6-yl)-but-1-enyl]-1-(toluene-4-sulfonyl)-cyclopropanecarboxylic acid ethyl ester 
• 84871-06-7 glaucasterol 

Relevant academic research and scientific papers

Synthesis, isolation and characterisation of β-sitosterol and β-sitosterol oxide derivatives

β-Sitosterol is the most prevalent plant cholesterol derivative (phytosterol) and can undergo similar oxidation to cholesterol, leading to β-sitosterol oxides. The biological impact of phytosterol oxides has only been evaluated in a phytosterol blend (usually of β-sitosterol, campesterol, stigmasterol and dihydrobrassicasterol). The lack of pure phytosterols, including β-sitosterol, hinders the collection of significant toxicity data on the individual β-sitosterol oxides. An efficient synthetic route to multi-gram quantities of pure β-sitosterol is described here, together with the first syntheses and characterisation of pure β-sitosterol oxides. The Royal Society of Chemistry 2005.

Stereospecificity and Regiospecificity of the Phosphorus Oxychloride Dehydration of Sterol Side Chain Alcohols

Stigmasta-5,23(E)-dien-3β-ol (2) and stigmasta-5,23(Z)-dien-3β-ol (3), sterols of potential biosynthetic interest, were synthesized by phosphorus oxychloride dehydration.High stereospecificity and regiospecificity in this reaction is evident in the dehydrations of several steroidal side chain alcohols.A two-step hydroboration-phosphorus oxychloride dehydration procedure is described for reversing the geometry of trisubstituted double bonds.Surprisingly facile borane migration with retention of the configuration at C24 was observed in the hydroboration of steroidalside chain olefins.Phosphorus oxychloride dehydration was used to introduce deuterium into the vinylic position of isofucosterol (15) via its i-methyl ether.