Cholest-5-en-3-yl ethyl carbonate

Base Information

• Chemical Name: Cholest-5-en-3-yl ethyl carbonate
• CAS No.: 23836-43-3
• Molecular Formula: C30H50 O3
• Molecular Weight: 458.725
• NSC Number: 96647
• DSSTox Substance ID: DTXSID10946642
• Mol file: 23836-43-3.mol

Synonyms:cholest-5-en-3-yl ethyl carbonate;23836-43-3;[10,13-dimethyl-17-(6-methylheptan-2-yl)-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] ethyl carbonate;Cholesteryl ethyl carbonate;NSC96647;SCHEMBL19460600;DTXSID10946642;NSC-96647;FT-0623725

Chemical Property of Cholest-5-en-3-yl ethyl carbonate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 104 °C
• Boiling Point: 538.9°Cat760mmHg
• Flash Point: 140.7°C
• PSA: 35.53000
• Density: 1.01g/cm³
• LogP: 8.56950
• XLogP3: 9.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 9
• Exact Mass: 458.37599545
• Heavy Atom Count: 33
• Complexity: 726

Purity/Quality:

98%,99%, ^*data from raw suppliers

CholesterylEthylCarbonate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOC(=O)OC1CCC2(C3CCC4(C(C3CC=C2C1)CCC4C(C)CCCC(C)C)C)C

Technology Process of Cholest-5-en-3-yl ethyl carbonate

There total 9 articles about Cholest-5-en-3-yl ethyl carbonate 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: 88.0%

cholesterol (57-88-5) + Diethyl carbonate (105-58-8,76619-83-5) → 3β-ethoxycarbonyloxycholest-5-ene (23836-43-3)

Guidance literature:

tive^TMNano*MgO*Plus*(NAP-MgO,*Aerogel*prepared); at 125 ℃; for 1.5h;

DOI:10.1002/adsc.200600525

Reference yield: 63.0%

ethanol (64-17-5) + 3β,6β-bis(chlorocarbonyloxy)-5α-cholestane → 3β-ethoxycarbonyloxycholest-5-ene (23836-43-3) + 3β,6β-bis(ethoxycarbonyloxy)-5α-cholestane (78916-30-0)

Guidance literature:

With pyridine; at 23 ℃; for 24h;

Reference yield: 50.0%

ethanol (64-17-5) + Cholesteryl chloroformate (7144-08-3) → 3β-ethoxycarbonyloxycholest-5-ene (23836-43-3)

Guidance literature:

With sodium hydride; for 20h; Ambient temperature;

upstream raw materials:

Cholesteryl chloroformate

cholesterol

chloroformic acid ethyl ester

ethanol

Downstream raw materials:

cholesteric-oleyl-carbonate

3,5-cholestadiene

Refernces

• 1、 Kantam, M. Lakshmi,Pal, Ujjwal,Sreedhar,Choudary. "An efficient synthesis of organic carbonates using nanocrystalline magnesium oxide". . p. 1671 - 1675. Retrieved 2008/02/11.
• 2、 Meissner, Dana,Schareina, Thomas,Grassert, Ingrid,Oehme, Guenther,Holzhueter, Gerd. "Asymmetric hydrogenation of amino acid precursors promoted by a new type of cholesterol amphiphiles: Investigation of aggregation behaviour and stereoselective effects". . p. 614 - 619. Retrieved 2007/10/03.