Cholesteryl chloride

Base Information

• Chemical Name: Cholesteryl chloride
• CAS No.: 910-31-6
• Molecular Formula: C27H45Cl
• Molecular Weight: 405.107
• Hs Code.: 29035990
• European Community (EC) Number: 213-004-4
• NSC Number: 2084
• UNII: 39EHZ05V39
• DSSTox Substance ID: DTXSID90883602
• Nikkaji Number: J7.162E
• Wikipedia: Cholesteryl_chloride
• Wikidata: Q5104323
• Metabolomics Workbench ID: 154753
• Mol file: 910-31-6.mol

Synonyms:Cholest-5-ene,3b-chloro-(6CI,7CI,8CI);3b-Cholesteryl chloride;(3β)-3-chlorocholest-5-ene;3β-Chlorocholest-5-ene;Cholest-5-ene,3β-chloro-;

Chemical Property of Cholesteryl chloride

Chemical Property:

• Appearance/Colour: white powder
• Vapor Pressure: 7.34E-09mmHg at 25°C
• Melting Point: 94-96 °C(lit.)
• Refractive Index: 1.52
• Boiling Point: 478.6 °C at 760 mmHg
• Flash Point: 249.6 °C
• PSA: 0.00000
• Density: 0.99 g/cm³
• LogP: 8.63520
• Storage Temp.: Store below +30°C.
• XLogP3: 9.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 5
• Exact Mass: 404.3209791
• Heavy Atom Count: 28
• Complexity: 591

Purity/Quality:

98%, ^*data from raw suppliers

(8S,9S,10R,13R,14S,17R)-3-Chloro-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]phenanthrene ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Biological Agents -> Cholesterol and Derivatives
• Canonical SMILES: CC(C)CCCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)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)Cl)C)C

Technology Process of Cholesteryl chloride

There total 60 articles about Cholesteryl chloride 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: 95.0%

cholesterol (57-88-5) → cholesteryl chloride (910-31-6)

Guidance literature:

With thionyl chloride;

DOI:10.1023/A:1017567809767

Reference yield: 95.0%

cholesterol mesylate (3381-54-2) → cholesteryl chloride (910-31-6)

Guidance literature:

With chloro-trimethyl-silane; titanium tetrachloride; In dichloromethane; at -20 ℃; for 0.0833333h; Inert atmosphere;

DOI:10.1021/ol802343z

Reference yield: 95.0%

3β-chloro-5,6-epoxycholestane (13095-30-2,13095-33-5,68521-96-0,115728-82-0,142923-80-6) → cholesteryl chloride (910-31-6)

Guidance literature:

With iodine; triphenylphosphine; In dichloromethane;

DOI:10.1016/S0040-4039(01)81241-7

upstream raw materials:

chloroform

6β-chloro-3α,5α-cyclo-cholestane

cholesterol

3β-chloro-6β-hydroxy-5α-cholestane

Downstream raw materials:

cholesterol propyl ether

cholesteryl methyl ether

(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)-3-phenoxy-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene

cholest-5-en-3-amine

Refernces

• 1、 Kovganko,Sokolov. "Novel synthesis of 5-hydroxy-5α-cholesta-2,7-dien-6-one and its criegee hydroxylation". . p. 590 - 594. Retrieved 2000.
• 2、 Gati, Wafa,Munyemana, Fran?ois,Colens, Alain,Srour, Aladdin,Dufour, Mathilde,Vardhan Reddy, K. Harsha,Téchy, Brigitte,Rosse, Gérard,Schweiger, Ed,Qiao, Qi,Ghosez, Léon. "A mild method for the replacement of a hydroxyl group by halogen: 2. unified procedure and stereochemical studies". . . Retrieved 2020/08/19.
• 3、 Wu, Xiangyu,Hao, Wei,Ye, Ke-Yin,Jiang, Binyang,Pombar, Gisselle,Song, Zhidong,Lin, Song. "Ti-Catalyzed Radical Alkylation of Secondary and Tertiary Alkyl Chlorides Using Michael Acceptors". . p. 14836 - 14843. Retrieved 2018/11/10.