4-Oxocholest-5-en-3-yl acetate

Base Information

• Chemical Name: 4-Oxocholest-5-en-3-yl acetate
• CAS No.: 56533-66-5
• Molecular Formula: C₂₉H₄₆O₃
• Molecular Weight: 442.682
• NSC Number: 70618
• DSSTox Substance ID: DTXSID60971984
• Wikidata: Q82955675
• Mol file: 56533-66-5.mol

Synonyms:56533-66-5;NSC70618;DTXSID60971984;4-Oxocholest-5-en-3-yl acetate;NSC-70618

Chemical Property of 4-Oxocholest-5-en-3-yl acetate

Chemical Property:

• Vapor Pressure: 3.43E-11mmHg at 25°C
• Boiling Point: 526.9°C at 760 mmHg
• Flash Point: 220.9°C
• Density: 1.03g/cm³
• XLogP3: 8.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 7
• Exact Mass: 442.34469533
• Heavy Atom Count: 32
• Complexity: 766

Purity/Quality:

99%min ^*data from raw 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=O)OC(=O)C)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=O)OC(=O)C)C)C

Technology Process of 4-Oxocholest-5-en-3-yl acetate

There total 8 articles about 4-Oxocholest-5-en-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: 90.0%

3β-acetoxy-4β-hydroxy-5-cholestene (51238-16-5,56533-67-6) → 3β-acetoxycholest-5-en-4-one (56533-66-5)

Guidance literature:

With tetrapropylammonium perruthennate; 4-methylmorpholine N-oxide; In dichloromethane; at 20 ℃; for 10h; Molecular sieve; Inert atmosphere;

DOI:10.1016/j.ejmech.2013.09.028

Reference yield:

4α-acetoxy-cholest-5-en-3-one (51238-14-3) → 3β-acetoxycholest-5-en-4-one (56533-66-5)

Guidance literature:

With aluminum oxide; Petroleum ether; benzene;

DOI:10.1021/ja01636a004

Reference yield:

Cholest-5-en-3-one (601-54-7) → 3β-acetoxycholest-5-en-4-one (56533-66-5)

Guidance literature:

Multi-step reaction with 2 steps

1: benzene; acetic acid; lead (IV)-acetate

2: Al₂O₃; petroleum ether; benzene

With lead(IV) acetate; aluminum oxide; acetic acid; Petroleum ether; benzene;

DOI:10.1021/ja01636a004

upstream raw materials:

4α-acetoxy-cholest-5-en-3-one

benzene

3β-acetoxy-4β-hydroxy-5-cholestene

4β-hydroxycholesterol

Refernces