3,5,6-trihydroxysitostane

Base Information

• Chemical Name: 3,5,6-trihydroxysitostane
• CAS No.: 16137-56-7
• Molecular Formula: C₂₉H₅₂O₃
• Molecular Weight: 448.73
• Mol file: 16137-56-7.mol

Synonyms:

Chemical Property of 3,5,6-trihydroxysitostane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3,5,6-trihydroxysitostane

There total 8 articles about 3,5,6-trihydroxysitostane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 49.0%

β-sitosterol (83-46-5) → 3,5,6-trihydroxysitostane (16137-56-7,73544-41-9,133697-68-4,141610-97-1,20835-91-0)

Guidance literature:

β-sitosterol; With formic acid; at 80 ℃; for 0.166667h;

With dihydrogen peroxide; at 25 ℃; for 16h;

With sodium hydroxide; In methanol; at 20 ℃; for 3h;

DOI:10.1039/b505069c

Reference yield:

5α,6α- and 5β,6β-Epoxystigmastan-3β-ol (87303-93-3) → 3,5,6-trihydroxysitostane (16137-56-7,73544-41-9,133697-68-4,141610-97-1,20835-91-0)

Guidance literature:

With tris(trifluoroacetato)bismuth(III); water; In acetone; at 20 ℃; for 1h;

DOI:10.1016/j.tet.2010.01.089

Reference yield:

22,23-dihydro-i-stigmasterol methyl ether (108646-29-3) → 3,5,6-trihydroxysitostane (16137-56-7,73544-41-9,133697-68-4,141610-97-1,20835-91-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: aq. TsOH / dioxane / 3 h / 80 °C

2.1: aq. HCOOH / 0.17 h / 80 °C

2.2: aq. H₂O₂ / 16 h / 25 °C

2.3: 49 percent / NaOH / methanol / 3 h / 20 °C

With formic acid; toluene-4-sulfonic acid; In 1,4-dioxane;

DOI:10.1039/b505069c

upstream raw materials:

stigmast-5-en-3-yl acetate

β-sitosterol

dihydrogen peroxide

acetic acid

Downstream raw materials:

stigmastan-3,6-dione

(24R)-3β,5α-dihydroxy-24-ethyl-5α-cholestan-6-one

stigmast-4-ene-3,6-dione

Refernces

• 1、 McCarthy, Florence O.,Chopra, Jay,Ford, Alan,Hogan, Sean A.,Kerry, Joe P.,O'Brien, Nora M.,Ryan, Eileen,Maguire, Anita R.. "Synthesis, isolation and characterisation of β-sitosterol and β-sitosterol oxide derivatives". . p. 3059 - 3065. Retrieved 2007/10/03.
• 2、 Kovganko, N. V.,Kashkan, Zh. N.. "SYNTHESIS OF NATURAL PHYTOSTEROIDS OF THE 6-KETOSTIGMASTANE SERIES AND COMPOUNDS RELATED TO THEM". . p. 656 - 660. Retrieved 2007/10/02.