17-(Dimethyl-hexyl)-10,13-dimethyl-dodecahydro-cyclopenta(A)phenanthren-7-one

Base Information

• Chemical Name: 17-(Dimethyl-hexyl)-10,13-dimethyl-dodecahydro-cyclopenta(A)phenanthren-7-one
• CAS No.: 567-72-6
• Molecular Formula: C27H42 O
• Molecular Weight: 382.63
• NSC Number: 134914,18180
• DSSTox Substance ID: DTXSID10972143
• Mol file: 567-72-6.mol

Synonyms:NSC-18180;NSC-134914;DTXSID10972143;NSC18180;NSC134914;AKOS024430090;17-(DIMETHYL-HEXYL)-10,13-DIMETHYL-DODECAHYDRO-CYCLOPENTA(A)PHENANTHREN-7-ONE

Chemical Property of 17-(Dimethyl-hexyl)-10,13-dimethyl-dodecahydro-cyclopenta(A)phenanthren-7-one

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 114 °C
• Boiling Point: 494°Cat760mmHg
• Flash Point: 250.7°C
• PSA: 17.07000
• Density: 0.99g/cm³
• LogP: 7.37290
• XLogP3: 8.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 5
• Exact Mass: 382.323565959
• Heavy Atom Count: 28
• Complexity: 670

Purity/Quality:

99% ^*data from raw suppliers

CHOLESTA-3,5-DIEN-7-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(CCC3C2C(=O)C=C4C3(CCC=C4)C)C

Technology Process of 17-(Dimethyl-hexyl)-10,13-dimethyl-dodecahydro-cyclopenta(A)phenanthren-7-one

There total 65 articles about 17-(Dimethyl-hexyl)-10,13-dimethyl-dodecahydro-cyclopenta(A)phenanthren-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: 94.0%

7-ketocholesteryl acetate (809-51-8) → cholest-3,5-dien-7-one (567-72-6)

Guidance literature:

With toluene-4-sulfonic acid; In acetonitrile; for 4h; Reflux;

DOI:10.1016/j.bmcl.2013.06.099

Reference yield: 47.0%

cholest-5(6)en-3,7-diol (691013-43-1) + tert-butyl alcohol (75-65-0) → cholest-3,5-dien-7-one (567-72-6) + cholest-5(6)epoxy-3,7-diol + A-nor-3-hydroxy-3-t-butoxy-cholest-5(6)en-7-one

Guidance literature:

With dihydrogen peroxide; toluene-4-sulfonic acid; In dichloromethane; at 20 ℃; for 72h;

DOI:10.1016/j.steroids.2015.12.020

Reference yield: 20.0%

cholest-5-ene-3β,7-diol 3-monoacetate (17974-77-5,19317-90-9,98674-04-5,77059-25-7) → cholest-3,5-dien-7-one (567-72-6) + cholest-5(6)epoxy-3,7-diol + cholest-3(5)epoxy-6,7-diol

Guidance literature:

With dihydrogen peroxide; toluene-4-sulfonic acid; In dichloromethane; tert-butyl alcohol; at 20 ℃; for 72h;

DOI:10.1016/j.steroids.2015.12.020

upstream raw materials:

pyridine

3β-acetoxy-6β-bromo-5α-cholestan-7-one

3β-acetoxy-6α-bromo-5α-cholestan-7-one

3β-chlorocholest-5-en-7-one

Downstream raw materials:

cholestane

5α-cholestan-7β-ol

5α-cholestan-7-one

C₃₃H₄₇N₃O₂

Refernces

• 1、 Park,Guardiola,Park,Addis. "Kinetic evaluation of 3β-hydroxycholest-5-en-7-one (7-ketocholesterol) stability during saponification". . p. 623 - 629. Retrieved 1996.
• 2、 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.