24(R/S),25-epoxycholesterol

Base Information

• Chemical Name: 24(R/S),25-epoxycholesterol
• CAS No.: 72542-49-5
• Molecular Formula: C₂₇H₄₄O₂
• Molecular Weight: 400.645
• Mol file: 72542-49-5.mol

Synonyms:

Chemical Property of 24(R/S),25-epoxycholesterol

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

24,25-Epoxycholesterol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 24(R/S),25-epoxycholesterol

There total 62 articles about 24(R/S),25-epoxycholesterol 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: 22.2%

demosterol (313-04-2) → 24,25-Epoxycholesterol (72542-49-5)

Guidance literature:

With iodosylbenzene; dipalmitoylphosphocholine; iron tetra(o-cholenylamidophenyl)porphyrin; at 30 ℃; for 2h;

DOI:10.1021/ja00250a059

Reference yield: 7.3%

demosterol (313-04-2) → (3S,8S,9S,10R,13R,14S,17R)-17-((R)-1,5-Dimethyl-hex-4-enyl)-10,13-dimethyl-hexadecahydro-20-oxa-cyclopropa[5,6]cyclopenta[a]phenanthren-3-ol + 24,25-Epoxycholesterol (72542-49-5)

Guidance literature:

With 5,10,15,20-tetrakis(4-methylphenyl)porphyrinatoiron(III) chloride; iodosylbenzene; In dichloromethane; for 2h; Ambient temperature;

DOI:10.1021/ja00250a059

Reference yield:

demosterol (313-04-2) → 26-hydroxydesmosterol (83830-41-5) + 24,25-Epoxycholesterol (72542-49-5)

Guidance literature:

With human cytochrome P₄₅₀ 46A₁; L-α-1,2-dilauroyl-sn-glycero-3-phosphocholine; NADPH-P₄₅₀ reductase; In aq. phosphate buffer; at 37 ℃; for 0.25h; pH=7.5; Enzymatic reaction;

DOI:10.1194/jlr.M051508

upstream raw materials:

Δ⁵-3β,24(R),25-trihydroxycholestene-3-acetate

demosterol

3β-hydroxy-5-cholenoic acid

methyl 5-cholenoate

Refernces

• 1、 Goyal, Sandeep,Xiao, Yi,Porter, Ned A.,Xu, Libin,Guengerich, F. Peter. "Oxidation of 7-dehydrocholesterol and desmosterol by human cytochrome P450 46A1". . p. 1933 - 1943. Retrieved 2014/10/15.
• 2、 Corey,Grogan, Michael J.. "Stereocontrolled syntheses of 24(S),25-epoxycholesterol and related oxysterols for studies on the activation of LXR receptors". . p. 9351 - 9354. Retrieved 2007/10/03.