26-Hydroxycholestan-7-one

Base Information

• Chemical Name: 26-Hydroxycholestan-7-one
• CAS No.: 7591-17-5
• Molecular Formula: C27H46O2
• Molecular Weight: 402.661
• DSSTox Substance ID: DTXSID90703710
• Mol file: 7591-17-5.mol

Synonyms:7591-17-5;26-Hydroxycholestan-7-one;SCHEMBL2902493;DTXSID90703710

Chemical Property of 26-Hydroxycholestan-7-one

Chemical Property:

• PSA: 37.30000
• LogP: 6.64760
• XLogP3: 8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 402.349780706
• Heavy Atom Count: 29
• Complexity: 599

Purity/Quality:

97% ^*data from raw suppliers

7-KETOCHOLESTANOL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(CCCC(C)C1CCC2C1(CCC3C2C(=O)CC4C3(CCCC4)C)C)CO
• Isomeric SMILES: C[C@H](CCCC(C)CO)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2C(=O)CC4[C@@]3(CCCC4)C)C

Technology Process of 26-Hydroxycholestan-7-one

There total 18 articles about 26-Hydroxycholestan-7-one 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: 100.0%

3β-acetoxy-5α-cholestan-7-one (6038-71-7) → 3β-hydroxy-5α-cholestan-7-one (7591-17-5)

Guidance literature:

With potassium hydroxide; In methanol; for 48h; Heating;

DOI:10.1002/ejoc.200600394

Reference yield:

→ 3β-hydroxy-5α-cholestan-7-one (7591-17-5)

Guidance literature:

With potassium hydroxide;

DOI:10.1021/ja01266a011

Reference yield:

7-ketocholesteryl acetate (809-51-8) → 3β-hydroxy-5α-cholestan-7-one (7591-17-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / H₂ / Pd/C / CH₂Cl₂ / 24 h / 20 °C / 760 Torr

2: 100 percent / KOH / methanol / 48 h / Heating

With potassium hydroxide; hydrogen; palladium on activated charcoal; In methanol; dichloromethane;

DOI:10.1002/ejoc.200600394

upstream raw materials:

6β-bromo-5α-cholestane-3β,7β-diol

6α-bromo-5α-cholestane-3β,7α-diol

7-Oxocholesterol

3β-[(tetrahydropyran-2-yl)oxy]-cholestan-7-one

Downstream raw materials:

3,7-dioxo-5α-cholestane

3β-tosyloxy-5α-cholestan-7-one

Cholestanol

Refernces

• 1、 Schmidt, Arndt W.,Doert, Thomas,Goutal, Sigrid,Gruner, Margit,Mende, Fanny,Kurzchalia, Teymuras V.,Knoelker, Hans-Joachim. "Regio- and stereospecific synthesis of cholesterol derivatives and their hormonal activity in Caenorhabditis elegans". . p. 3687 - 3706. Retrieved 2007/10/03.