Cholesta-3,5-dien-3-yl acetate

Base Information

• Chemical Name: Cholesta-3,5-dien-3-yl acetate
• CAS No.: 2309-32-2
• Molecular Formula: C29H46 O2
• Molecular Weight: 426.683
• NSC Number: 134918
• DSSTox Substance ID: DTXSID80945763
• Mol file: 2309-32-2.mol

Synonyms:Cholesta-3,5-dien-3-yl acetate;3-Acetoxycholesta-3,5-diene;NSC134918;Cholesta-3, acetate;DTXSID80945763;DGCXQKBLGRZRTK-UHFFFAOYSA-N;Cholesta-3,5-dien-3-yl acetate #;AKOS024400688;NSC-134918;Cholest-3,5-diene-3.beta.-ol acetate

Chemical Property of Cholesta-3,5-dien-3-yl acetate

Chemical Property:

• Vapor Pressure: 4.52E-11mmHg at 25°C
• Boiling Point: 523.9°Cat760mmHg
• Flash Point: 221.5°C
• PSA: 26.30000
• Density: 1.01g/cm³
• LogP: 8.08470
• XLogP3: 9.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 7
• Exact Mass: 426.349780706
• Heavy Atom Count: 31
• Complexity: 746

Purity/Quality:

99%min ^*data from raw suppliers

3,5-CHOLESTADIEN-3-OL-3-ACETATE 95.00% ^*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)C)C)C

Technology Process of Cholesta-3,5-dien-3-yl acetate

There total 20 articles about Cholesta-3,5-dien-3-yl acetate 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: 100.0%

Cholest-4-en-3-one (601-57-0) + acetic anhydride (108-24-7) → 3-acetoxy-cholesta-3,5-diene (2309-32-2)

Guidance literature:

With chloro-trimethyl-silane; sodium iodide; for 72h; Ambient temperature;

DOI:10.1016/0039-128X(89)90007-X

Reference yield: 93.0%

3-ethoxy-cholesta-3,5-diene (2299-48-1) + sodium acetate (127-09-3) → 3-acetoxy-cholesta-3,5-diene (2309-32-2)

Guidance literature:

3-ethoxy-3,5-dienecholestane; With sulfuric acid; In ethyl acetate; at 100 ℃; for 2h;

sodium acetate; In ethyl acetate; for 0.166667h;

Reference yield: 90.0%

Cholest-5-en-3-one (601-54-7) + acetic anhydride (108-24-7) → 3-acetoxy-cholesta-3,5-diene (2309-32-2)

Guidance literature:

With chloro-trimethyl-silane; for 0.5h; Ambient temperature;

DOI:10.1016/S0040-4039(00)86276-0

upstream raw materials:

Cholest-5-en-3-one

Cholest-4-en-3-one

acetic anhydride

acetyl chloride

Downstream raw materials:

cholesterol

6β-hydroxy-3β-p-toluenesulfonyloxy-5α-cholestane

cholesteryl p-toluenesulfonate

Cholesteryl acetate

Refernces

• 1、 Ruzicka,Fischer. "-". . p. 806,810. Retrieved 1936.
• 2、 Cox,Spencer. "-". . p. 398,406. Retrieved 1951.
• 3、 Dauben,Eastham. "-". . p. 3260,3262. Retrieved 1951.
• 4、 Bus, Katarzyna,Ofiara, Karol,Sitkowski, Jerzy,Szterk, Arkadiusz,Zmys?owski, Adam. "Synthesis and search for 3β,3′β-disteryl ethers after high-temperature treatment of sterol-rich samples". . . Retrieved 2020/06/08.
• 5、 Ren, Dewei,Li, Ling,Schwabacher, Alan W.,Youbg, Jerry W.,Beitz, Donald C.. "Mechanism of cholesterol reduction to coprostanol by Eubacterium corpostanoligenes ASTCC 51222". . p. 33 - 40. Retrieved 2007/10/03.