Cholest-5-en-3-ol (3beta)-, carbonate (2:1)

Base Information

• Chemical Name: Cholest-5-en-3-ol (3beta)-, carbonate (2:1)
• CAS No.: 29331-39-3
• Molecular Formula: C₅₅H₉₀O₃
• Molecular Weight: 799.318
• DSSTox Substance ID: DTXSID10951892
• Mol file: 29331-39-3.mol

Synonyms:29331-39-3;Cholest-5-en-3-ol (3beta)-, carbonate (2:1);Cholesteryl carbonate;bis[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] carbonate;Cholest-5-en-3-ol (3b)-, carbonate (2:1);dicholest-5-en-3-yl carbonate;Cholest-5-en-3-ol (3.beta.)-, carbonate (2:1);C55H90O3;C55-H90-O3;DTXSID10951892;DI-(5-CHOLESTEN-3BETA-OL)3,3-CARBONATE;[(3R,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]

Chemical Property of Cholest-5-en-3-ol (3beta)-, carbonate (2:1)

Chemical Property:

• Vapor Pressure: 1.48E-24mmHg at 25°C
• Refractive Index: 1.539
• Boiling Point: 784.3 °C at 760 mmHg
• Flash Point: 160.5 °C
• PSA: 35.53000
• Density: 1.03 g/cm³
• LogP: 15.95960
• XLogP3: 18.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 14
• Exact Mass: 798.68899673
• Heavy Atom Count: 58
• Complexity: 1410

Purity/Quality:

98%min ^*data from raw suppliers

Cholesterylcarbonate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CCCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)OC(=O)OC5CCC6(C7CCC8(C(C7CC=C6C5)CCC8C(C)CCCC(C)C)C)C)C)C

Technology Process of Cholest-5-en-3-ol (3beta)-, carbonate (2:1)

There total 5 articles about Cholest-5-en-3-ol (3beta)-, carbonate (2:1) 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:

cholesterol (57-88-5) + Cholesteryl chloroformate (7144-08-3) → dicholesteryl carbonate (29331-39-3)

Guidance literature:

Cholesteryl chloroformate; With triethylamine; In dichloromethane; for 0.166667h; Cooling with ice;

cholesterol; In dichloromethane; at 20 ℃; Cooling with ice;

DOI:10.1002/jps.22398

Reference yield:

Cholesteryl chloroformate (7144-08-3) → dicholesteryl carbonate (29331-39-3)

Guidance literature:

With pyridine; benzene;

DOI:10.1007/BF01522071

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) + cholesterol (57-88-5) → dicholesteryl carbonate (29331-39-3) + cholesteryl tert-butyl carbonate

Guidance literature:

With dmap; In 1,4-dioxane; at 20 ℃; for 2h; Further Variations:; Solvents; reaction time; Product distribution;

DOI:10.1021/jo000257f

upstream raw materials:

phosgene

cholesterol

Cholesteryl chloroformate

di-tert-butyl dicarbonate

Refernces

• 1、 Basel, Yochai,Hassner, Alfred. "Di-tert-butyl dicarbonate and 4-(dimethylamino)pyridine revisited. Their reactions with amines and alcohols". . p. 6368 - 6380. Retrieved 2007/10/03.