79897-80-6

Upstream product

• 572-09-8 2,3,4,6-tetra-O-acetyl-D-glucopyranosyl bromide 
• 83-46-5 β-sitosterol 
• 915-05-9 stigmast-5-en-3-yl acetate 

Downstream Products

• 80382-33-8 (S)-17-((1R,4R)-4-Ethyl-1,5-dimethyl-hexyl)-17-methyl-16,17-dihydro-15H-cyclopenta[a]phenanthrene 

Relevant academic research and scientific papers

Synthesis of (24R)-3β-hydroxystigmast-5-en-7-one

The natural compound (24R)-3β-hydroxystigmast-5-en-7-one has been synthesized from β-sitosterol.

SYNTHESIS OF TRITERPENE AND STEROID GLYCOSIDES

The glycosylation of cholesterol, β-sitosterol, 28-O-acetylbetulin, and betulin with acylated glycosyl halides in the presence of Hg(OAc)2, Hg(CN)2, CdCO3, Ag2O, Ag2CO3, and HgO + HgBr2 usually gives acylated αβ-glycosides accompanied by acetates, ethers, and bromo and unsaturated derivatives of the initial alcohols.The use of Hg(CN)2 gave mainly β anomers (40-87percent), whereas α anomers preponderated when Hg(OAc)2 was the catalyst.When there was a deficiency of hydrogen halide acceptor and in the presence of the acidic catalyst HgBr2*HBr, the β anomer, produced initially, underwent anomerisation.Cholesteryl α-D-glucopyranoside tetra-acetate (48percent) was obtained by anomerisation of the β anomer.