5,6-Dihydrocholesterol

Base Information

• Chemical Name: 5,6-Dihydrocholesterol
• CAS No.: 17608-41-2
• Deprecated CAS: 136173-96-1,476353-36-3
• Molecular Formula: C27H48O
• Molecular Weight: 388.678
• DSSTox Substance ID: DTXSID90884977
• Nikkaji Number: J421.995C
• ChEMBL ID: CHEMBL68951
• Mol file: 17608-41-2.mol

Synonyms:3beta-Cholestanol;17608-41-2;5,6-Dihydrocholesterol;Cholestan-3-ol, (3.beta.)-;5xi-Cholestan-3beta-ol;Cholestan-3beta-ol (VAN);Cholestan-3-ol, (3beta)-;NSC 115568;AI3-52417;CHOLESTANOL;(3S,8R,9S,10S,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol;C27H48O;(3-beta,5-alpha)-Cholestan-3-ol;C27-H48-O;Cholestan-3-ol, (3.beta.,5.alpha.)-;CHEMBL68951;SCHEMBL158868;DTXSID90884977;AKOS015841768;cholestanol, 5alpha-cholestan-3beta-ol, powder

Chemical Property of 5,6-Dihydrocholesterol

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 455.5°Cat760mmHg
• Flash Point: 190.7°C
• PSA: 20.23000
• Density: 0.956g/cm³
• LogP: 7.46860
• XLogP3: 9.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 5
• Exact Mass: 388.370516150
• Heavy Atom Count: 28
• Complexity: 540

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CCCC(C)C1CCC2C1(CCC3C2CCC4C3(CCC(C4)O)C)C
• Isomeric SMILES: C[C@H](CCCC(C)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CCC4[C@@]3(CC[C@@H](C4)O)C)C

Technology Process of 5,6-Dihydrocholesterol

There total 60 articles about 5,6-Dihydrocholesterol 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%

2-[(3S,5R,8R,9S,10S,13R,14S,17R)-17-((R)-1,5-Dimethyl-hexyl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-3-yloxy]-tetrahydro-furan (111222-20-9) → Coprostanol (80-97-7,360-68-9,516-92-7,516-95-0,566-84-7,14615-12-4,16720-60-8,17608-41-2,18769-46-5,27409-41-2,56193-35-2,57759-49-6,73465-18-6,103365-91-9,105119-51-5)

Guidance literature:

With toluene-4-sulfonic acid; In ethanol; for 1h; Ambient temperature;

DOI:10.1055/s-1987-27903

Reference yield: 97.0%

4-[(3S,5R,8R,9S,10S,13R,14S,17R)-17-((R)-1,5-Dimethyl-hexyl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-3-yloxymethyl]-benzonitrile → Coprostanol (80-97-7,360-68-9,516-92-7,516-95-0,566-84-7,14615-12-4,16720-60-8,17608-41-2,18769-46-5,27409-41-2,56193-35-2,57759-49-6,73465-18-6,103365-91-9,105119-51-5)

Guidance literature:

With Triethylgermyl-natrium; In 1,4-dioxane; N,N,N,N,N,N-hexamethylphosphoric triamide; at 50 ℃; for 15h;

DOI:10.1246/cl.2002.1032

Reference yield: 84.0%

Trifluoro-methanesulfonic acid (3S,5R,8R,9S,10S,13R,14S,17R)-17-((R)-1,5-dimethyl-hexyl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-3-yl ester → Coprostanol (80-97-7,360-68-9,516-92-7,516-95-0,566-84-7,14615-12-4,16720-60-8,17608-41-2,18769-46-5,27409-41-2,56193-35-2,57759-49-6,73465-18-6,103365-91-9,105119-51-5)

Guidance literature:

With 18-crown-6 ether; cesium acetate; In benzene; for 24h; Product distribution; Heating;

DOI:10.1016/0040-4039(96)01333-0

upstream raw materials:

ethanol

cholesterol

sodium ethanolate

epicoprostanol

Downstream raw materials:

3α-Chloro-5α-cholestan

coprostanone

3.4-seco-5β-cholestanedioic acid-(3.4)

trans-cinnamic acid-(5β-cholestanyl-(3β)-ester)