Cholesteryl isopropyl ether

Base Information

• Chemical Name: Cholesteryl isopropyl ether
• CAS No.: 1255-86-3
• Molecular Formula: C30H52 O
• Molecular Weight: 428.742
• DSSTox Substance ID: DTXSID30925151
• Mol file: 1255-86-3.mol

Synonyms:Cholesteryl isopropyl ether;1255-86-3;ETHER, CHOLESTERYL ISOPROPYL;BRN 3162100;3beta-Isopropoxycholest-5-ene;10,13-dimethyl-17-(6-methylheptan-2-yl)-3-propan-2-yloxy-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene;3-06-00-02625 (Beilstein Handbook Reference);3-isopropoxycholest-5-ene;SCHEMBL8137675;DTXSID30925151;3-[(Propan-2-yl)oxy]cholest-5-ene;AKOS024429479;LS-67804;Cholest-5-ene, 3-(1-methylethoxy)-, (3.beta.)-

Chemical Property of Cholesteryl isopropyl ether

Chemical Property:

• Vapor Pressure: 2.45E-09mmHg at 25°C
• Boiling Point: 491.8°Cat760mmHg
• Flash Point: 252.7°C
• PSA: 9.23000
• Density: 0.95g/cm³
• LogP: 8.82140
• XLogP3: 9.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 7
• Exact Mass: 428.401816278
• Heavy Atom Count: 31
• Complexity: 647

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)CCCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)OC(C)C)C)C

Technology Process of Cholesteryl isopropyl ether

There total 9 articles about Cholesteryl isopropyl ether 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: 45.0%

17-(1,5-dimethyl-hexyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1Hcyclopenta[a]phenanthren-3-yl diphenyl phosphate (24352-63-4) + isopropyl alcohol (67-63-0,8013-70-5) → O-isopropyl-cholesterol (1255-86-3)

Guidance literature:

at 25 ℃; for 1h; Molecular sieve; Electrochemical reaction; Inert atmosphere;

DOI:10.1016/j.steroids.2016.05.011

Reference yield: 41.0%

6β-isopropyloxy-3α,5α-cyclocholestane + 1,2:3,4-di-O-isopropylidene-α-D-galactopyranose (4064-06-6) → 3β-O-(1’,2’:3’,4’-di-O-isopropylidene-α-D-galactopyranos-6’-yl)cholest-5-ene (1232680-84-0) + O-isopropyl-cholesterol (1255-86-3)

Guidance literature:

With tetrabutylammonium tetrafluoroborate; In dichloromethane; acetonitrile; at 25 ℃; for 1.11111h; Molecular sieve; Electrochemical reaction; Inert atmosphere;

DOI:10.3762/bjoc.11.16

Reference yield:

i-cholesteryl methyl ether (2867-93-8,60175-48-6,84985-77-3,103365-95-3,122406-68-2) + isopropyl alcohol (67-63-0,8013-70-5) → O-isopropyl-cholesterol (1255-86-3)

Guidance literature:

With toluene-4-sulfonic acid; at 80 ℃;

upstream raw materials:

cholesterol

isopropyl alcohol

i-cholesteryl methyl ether

cholesteryl-dichloro phosphate

Refernces

• 1、 Tomkiel, Aneta M.,Siergiejczyk, Leszek,Naróg, Dorota,P?oszyńska, Jolanta,Sobkowiak, Andrzej,Morzycki, Jacek W.. "Electrochemical cholesterylation of sugars with cholesteryl diphenylphosphate". . p. 44 - 51. Retrieved 2017.