7α-hydroxycholest-5-en-3β-yl 3-acetate

Base Information

• Chemical Name: 7α-hydroxycholest-5-en-3β-yl 3-acetate
• CAS No.: 19317-90-9
• Molecular Formula: C₂₉H₄₈O₃
• Molecular Weight: 444.698
• Mol file: 19317-90-9.mol

Synonyms:7α-hydroxycholest-5-en-3β-yl 3-acetate

Chemical Property of 7α-hydroxycholest-5-en-3β-yl 3-acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 7α-hydroxycholest-5-en-3β-yl 3-acetate

There total 45 articles about 7α-hydroxycholest-5-en-3β-yl 3-acetate 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: 69.0%

Cholesteryl acetate (604-35-3) → 7α-hydroxycholest-5-en-3β-yl 3-acetate (19317-90-9) + 7-ketocholesteryl acetate (809-51-8)

Guidance literature:

With tert.-butylhydroperoxide; manganese(IV) oxide; In dichloromethane; water; at -20 ℃; for 22h; regioselective reaction; Reflux;

DOI:10.1002/ejoc.201500829

Reference yield: 40.0%

Cholesteryl acetate (604-35-3) → 7α-hydroxycholest-5-en-3β-yl 3-acetate (19317-90-9) + 3β-acetoxy-7β-hydroxycholest-5-ene (17974-77-5) + 7-ketocholesteryl acetate (809-51-8) + 5,6-β-epoxycholesteryl acetate (1256-31-1)

Guidance literature:

With ferric picolinate complexes; dihydrogen peroxide; In acetonitrile; for 3h; Further byproducts given; Ambient temperature;

DOI:10.1248/cpb.45.750

Reference yield: 40.0%

7α-nitroaminocholest-5-en-3β-yl acetate (82423-54-9) → 7α-hydroxycholest-5-en-3β-yl 3-acetate (19317-90-9) + 3β-acetoxy-7β-hydroxycholest-5-ene (17974-77-5) + 7-ketocholesteryl acetate (809-51-8)

Guidance literature:

at 160 ℃; for 1h; Title compound not separated from byproducts;

upstream raw materials:

Cholesteryl acetate

7-ketocholesteryl acetate

7α-nitroaminocholest-5-en-3β-yl acetate

7β-nitroaminocholest-5-en-3β-yl acetate

Downstream raw materials:

(3S,7S,8S,9S,10R,13R,14S,17R)-17-((R)-1,5-Dimethyl-hexyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-3,7-diol

7-dehydrocholesterol

7-Dehydrocholesteryl acetate

cholest-3,5-dien-7-one

Refernces

• 1、 Ghosh, Pranab,Ghosh, Ashim,Mandal, Amitava,Sultana, Sirin Salma,Dey, Somaditya,Pal, Chiranjib. "Oxysterols: Synthesis and anti-leishmanial activities". . p. 65 - 73. Retrieved 2016/03/04.
• 2、 Khan, Salman Ahmad,Asiri, Abdullah M.. "Selective reduction of α,β-unsaturated steroidal carbonyl compounds by NaBH4in presence of guanidine hydrochloride in dioxane". . p. 6331 - 6334. Retrieved 2015/02/19.