Cholesterol chloroformate

Base Information

• Chemical Name: Cholesterol chloroformate
• CAS No.: 7144-08-3
• Deprecated CAS: 870637-57-3
• Molecular Formula: C28H46ClO2
• Molecular Weight: 449.117
• Hs Code.: 29159020
• European Community (EC) Number: 230-447-9
• NSC Number: 59689
• DSSTox Substance ID: DTXSID60880724
• Nikkaji Number: J52.263E
• Wikidata: Q72460696
• Mol file: 7144-08-3.mol

Synonyms:Cholesteryl chloroformate;7144-08-3;Cholesterol chloroformate;Cholesterol, chloroformate;Cholesteryloxycarbonyl chloride;cholesterylchloroformate;Cholest-5-en-3-ol (3.beta.)-, carbonochloridate;cholesterol chlorocarbonate;3-Cholesteryl chloroformate;SCHEMBL26003;Cholesteryl chloroformate, 95%;CHLOLESTEROL CHLOROFORMATE;DTXSID60880724;Chloroformic Acid Cholesterol Ester;NSC59689;EINECS 230-447-9;MFCD00003633;NSC 59689;NSC-59689;AKOS024386379;Cholest-5-en-3-yl chloridocarbonate #;Cholest-5-ene-3-beta-yl chloroformate;BP-28987;(3beta)-Cholest-5-en-3-yl carbonochloridate;D95348;EN300-331661;Cholest-5-en-3-ol (3beta)-, carbonochloridate;W-104526;(1R,3aS,3bS,7S,9aR,9bS,11aR)-9a,11a-dimethyl-1-[(2R)-6-methylheptan-2-yl]-1H,2H,3H,3aH,3bH,4H,6H,7H,8H,9H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-7-yl carbonochloridate;(3S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl carbonochloridate

Chemical Property of Cholesterol chloroformate

Chemical Property:

• Appearance/Colour: white powder
• Vapor Pressure: 2.77E-10mmHg at 25°C
• Melting Point: 115-117 °C(lit.)
• Refractive Index: 1.523
• Boiling Point: 504 °C at 760 mmHg
• Flash Point: 203.1 °C
• PSA: 26.30000
• Density: 1.05 g/cm³
• LogP: 8.77180
• Storage Temp.: O-6°C
• Sensitive.: Moisture Sensitive
• Solubility.: SLOWLY HYDROLYZED
• Water Solubility.: SLOWLY HYDROLYZED
• XLogP3: 10.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 7
• Exact Mass: 448.3108084
• Heavy Atom Count: 31
• Complexity: 699

Purity/Quality:

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

Cholesteryl chloroformate 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45

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(=O)Cl)C)C
• Isomeric SMILES: C[C@H](CCCC(C)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)OC(=O)Cl)C)C
• Uses: Cholesteryl chloroformate is used in the preparation of hydrophobized chitosan oligosaccharide, which finds application as an efficient gene carrier. It acts as an initiator in the polymerization of methyl methacrylate.

Technology Process of Cholesterol chloroformate

There total 7 articles about Cholesterol chloroformate 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: 98.0%

→ Cholesteryl chloroformate (7144-08-3)

Guidance literature:

Reference yield: 90.0%

phosgene (75-44-5) + cholesterol (57-88-5) → Cholesteryl chloroformate (7144-08-3)

Guidance literature:

In benzene; Ambient temperature;

Reference yield:

bis(trichloromethyl) carbonate (32315-10-9) + cholesterol (57-88-5) → Cholesteryl chloroformate (7144-08-3)

Guidance literature:

With pyridine; In dichloromethane; at 0 - 20 ℃; for 4h;

DOI:10.1039/b515412j

upstream raw materials:

phosgene

cholesterol

bis(trichloromethyl) carbonate

cholesterol

Downstream raw materials:

(4-nitro-phenyl)-cholesteryl carbonate

(3-nitro-phenyl)-cholesteryl carbonate

dicholesteryl carbonate

3β-nitryloxy-cholest-5-ene

Refernces

• 1、 Eymur, Serkan,Ta?ci, Enis,Uyanik, Arzu,Yilmaz, Mustafa. "L-proline/cholesterol and diosgenin based thiourea cooperative system for the direct asymmetric aldol reaction in the presence of water". . p. 1278 - 1284. Retrieved 2020/11/20.
• 2、 Jana, Avijit,Ikbal, Mohammed,Singh, N.D. Pradeep. "Perylen-3-ylmethyl: Fluorescent photoremovable protecting group (FPRPG) for carboxylic acids and alcohols". scheme or table. p. 1128 - 1136. Retrieved 2012/02/16.