Cholest-5-en-3-yl chloroacetate

Base Information

• Chemical Name: Cholest-5-en-3-yl chloroacetate
• CAS No.: 3464-50-4
• Molecular Formula: C29H47 Cl O2
• Molecular Weight: 463.144
• European Community (EC) Number: 222-415-8
• NSC Number: 102806
• DSSTox Substance ID: DTXSID00956134
• Mol file: 3464-50-4.mol

Synonyms:cholest-5-en-3-yl chloroacetate;3464-50-4;9a,11a-dimethyl-1-(6-methylheptan-2-yl)-1H,2H,3H,3aH,3bH,4H,6H,7H,8H,9H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-7-yl 2-chloroacetate;3Beta-chloroacetoxycholest-5-ene;NSC102806;SCHEMBL13588015;DTXSID00956134;BBL033982;STL372838;AKOS025116651;NSC-102806;VS-12359;FT-0623723

Chemical Property of Cholest-5-en-3-yl chloroacetate

Chemical Property:

• Vapor Pressure: 5.65E-11mmHg at 25°C
• Boiling Point: 521.5°Cat760mmHg
• Flash Point: 262.9°C
• PSA: 26.30000
• Density: 1.05g/cm³
• LogP: 8.17840
• XLogP3: 9.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 8
• Exact Mass: 462.3264584
• Heavy Atom Count: 32
• Complexity: 714

Purity/Quality:

99% ^*data from raw suppliers

3BETA-CHLOROACETOXY-5-CHOLESTENE Aldrich ^*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: CC(C)CCCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)OC(=O)CCl)C)C

Technology Process of Cholest-5-en-3-yl chloroacetate

There total 10 articles about Cholest-5-en-3-yl chloroacetate 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%

cholesterol (57-88-5) + chloroacetyl chloride (79-04-9) → chloroacetic acid cholesterylester (3464-50-4)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃;

Reference yield: 97.0%

cholesterol (57-88-5) + Chloroacetic anhydride (541-88-8) → chloroacetic acid cholesterylester (3464-50-4)

Guidance literature:

With triethylamine; In dichloromethane;

DOI:10.1016/S0960-894X(00)00099-8

Reference yield: 90.0%

cholesterol (57-88-5) + chloroacetic acid (79-11-8) → chloroacetic acid cholesterylester (3464-50-4)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; Inert atmosphere;

DOI:10.1016/j.tetlet.2014.12.137

upstream raw materials:

cholesterol

chloroacetic acid

chloroacetyl chloride

cholesterol

Downstream raw materials:

cholesterol

cholesteryl 2-(dimethylamino)acetate

Br^(1-)*C₆₃H₁₀₁N₆O₈⁽¹⁺⁾

Refernces

• 1、 Ghosh, Kumaresh,Panja, Santanu. "Naphthalene-cholesterol conjugate as simple gelator for selective sensing of CN– ion". . p. 350 - 359. Retrieved 2017.
• 2、 Panja, Atanu,Ghosh, Kumaresh. "Diaminomalenonitrile-decorated cholesterol-based supramolecular gelator: aggregation, multiple analyte (hydrazine, Hg2+ and Cu2+) detection and dye adsorption". . p. 13718 - 13725. Retrieved 2018.
• 3、 Xiong, Yuzhi,Zheng, Sining,Zhu, Ling,Guo, Hongyu,Yang, Fafu. "Novel liquid crystals with high fluorescence: Synthesis, mesomorphic and photophysical properties of cholesterol-triazine-BODIPY trimers". . p. 311 - 316. Retrieved 2018.
• 4、 Lopushanskii,Udovitskaya. "". . . Retrieved 1970.
• 5、 Morake, Mokhitli,Coertzen, Dina,Ngwane, Andile,Wentzel, Johannes F.,Wong, Ho Ning,Smit, Frans J.,Birkholtz, Lyn-Marie,Pietersen, Ray-Dean,Baker, Bienyameen,Wiid, Ian,N'Da, David D.,Haynes, Richard K.. "Preliminary Evaluation of Artemisinin–Cholesterol Conjugates as Potential Drugs for the Treatment of Intractable Forms of Malaria and Tuberculosis". . p. 67 - 77. Retrieved 2018.
• 6、 Panja, Atanu,Ghosh, Kumaresh. "Selective sensing of Hg2+ via sol–gel transformation of a cholesterol-based compound". . p. 722 - 729. Retrieved 2018.
• 7、 Guo, Hongyu,Yang, Fafu,Liu, Weiwei,Lai, Jianbin. "Novel supramolecular liquid crystals: Synthesis and mesomorphic properties of calix[4]arene-cholesterol derivatives". . p. 866 - 870. Retrieved 2015.
• 8、 Ghosh, Kumaresh,Kar, Debasis. "Cholesterol appended pyridinium ureas: A case of gel making and breaking for selective visual readout of F-". . p. 8800 - 8807,8. Retrieved 2012.
• 9、 Adhikari, Susanta,Adhikary, Arghya,Das, Manas kumar,Ghosh, Avijit,Guria, Subhajit,Mishra, Tanushree. "X-ray structurally characterized quinoline based fluorescent probes for pH sensing: Application in intracellular pH imaging; DFT calculations and fluorescent labelling". . . Retrieved 2020/12/17.
• 10、 -. "Compound with circularly polarized light emission (by machine translation)". Paragraph 0148. . Retrieved 2020/06/09.