3-Oxocholestane

Base Information

• Chemical Name: 3-Oxocholestane
• CAS No.: 15600-08-5
• Molecular Formula: C27H46O
• Molecular Weight: 386.662
• European Community (EC) Number: 239-682-1
• UNII: U7928E5F4M
• DSSTox Substance ID: DTXSID301021018
• Nikkaji Number: J89.919D
• Wikidata: Q105207311
• Mol file: 15600-08-5.mol

Synonyms:3-Oxocholestane;Cholestan-3-one;15600-08-5;5-beta-Cholestan-3-one;Coprostanone;(8R,9S,10S,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-one;C27H46O;3-cholestanon;3-ketocholestane;cholestane-3-one;NSC-179403;SCHEMBL643015;CHEBI:167166;PESKGJQREUXSRR-ZTPZMMAUSA-N;DTXSID301021018

Chemical Property of 3-Oxocholestane

Chemical Property:

• Appearance/Colour: white - fine Solid
• Melting Point: 128 - 133 °C
• Refractive Index: 1.5250 (estimate)
• Boiling Point: 452.9 °C at 760 mmHg
• Flash Point: 219.3 °C
• PSA: 17.07000
• Density: 0.953 g/cm³
• LogP: 7.67680
• XLogP3: 8.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 5
• Exact Mass: 386.354866087
• Heavy Atom Count: 28
• Complexity: 579

Purity/Quality:

99% ^*data from raw suppliers

(8R,10S,13R,17R)-10,13-DIMETHYL-17-[(2R)-6-METHYLHEPTAN-2-YL]-1,2,4,5,6,7,8,9,11,12,14,15,16,17-TETRADECAHYDROCYCLOPENTA[A]PHENANTHREN-3-ONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CCCC(C)C1CCC2C1(CCC3C2CCC4C3(CCC(=O)C4)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(CCC(=O)C4)C)C

Technology Process of 3-Oxocholestane

There total 50 articles about 3-Oxocholestane 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: 99.0%

cholesterol (57-88-5) → cholestan-3-one (15600-08-5)

Guidance literature:

cholesterol; With hydrogen; aluminum hydroxide-supported palladium nanoparticles; In toluene; at 25 ℃; for 6h;

With air; In toluene; at 110 ℃; for 24h;

DOI:10.1021/ol047381w

Reference yield: 96.0%

Cholest-4-en-3-one (601-57-0) → cholestan-3-one (15600-08-5)

Guidance literature:

With Triethoxysilane; water; palladium diacetate; In tetrahydrofuran; Ambient temperature; other alkenes or alkynes;

DOI:10.1021/jo00298a013

Reference yield: 95.0%

cholestanol (17608-41-2) → cholestan-3-one (15600-08-5)

Guidance literature:

With dimethyl sulfoxide; triethylamine; trichloromethyl chloroformate; In dichloromethane;

DOI:10.1016/S0040-4039(00)82412-0

upstream raw materials:

cholest-1-en-3-one

Cholestanol

3-β-cholestanol

2β-(trimethylsilyl)-2α,3α-epoxycholestane

Downstream raw materials:

3-β-benzyl-5-α-cholestane-3-α-ol

Cholestan-3-on-monotosylhydrazon

4'-phenyl-3',4'-dihydropyrimidino[6',5':2,3]cholestan-2'(1'H)-one

4'-phenyl-3',4'-dihydropyrimidino[6',5':2,3]cholestane-2'(1'H)-thione

Refernces

• 1、 Ho,T.-L.,Wong,C.M.. "-". . p. 561. Retrieved 1972.
• 2、 Barnych, Bogdan,Vatèle, Jean-Michel. "One-Pot Bi(OTf)catalyzed oxidative deprotection of tert -butyldimethyl silyl ethers with TEMPO and co-oxidants". experimental part. p. 2048 - 2052. Retrieved 2011/10/19.
• 3、 Telvekar, Vikas N.,Herlekar, Omkar P.. "Mild and recyclable hypervalent iodine system for oxidation of alcohols". . p. 859 - 863. Retrieved 2007/10/03.