5alpha-Cholestane-3,6-dione

Base Information

• Chemical Name: 5alpha-Cholestane-3,6-dione
• CAS No.: 2243-09-6
• Molecular Formula: C27H44O2
• Molecular Weight: 400.645
• UNII: 650H8T140Y
• Nikkaji Number: J143.654F
• Wikidata: Q27896538
• Mol file: 2243-09-6.mol

Synonyms:5alpha-cholestane-3,6-dione;5beta-cholestane-3,6-dione;cholestane-3,6-dione;cholestane-3,6-dione, (5alpha)-isomer

Chemical Property of 5alpha-Cholestane-3,6-dione

Chemical Property:

• Vapor Pressure: 4.25E-10mmHg at 25°C
• Boiling Point: 499.2°C at 760 mmHg
• Flash Point: 184.6°C
• PSA: 34.14000
• Density: 0.996g/cm³
• LogP: 6.85580
• XLogP3: 7.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 400.334130642
• Heavy Atom Count: 29
• Complexity: 651

Purity/Quality:

99% ^*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(=O)C4C3(CCC(=O)C4)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(=O)[C@@H]4[C@@]3(CCC(=O)C4)C)C

Technology Process of 5alpha-Cholestane-3,6-dione

There total 17 articles about 5alpha-Cholestane-3,6-dione 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-ene-3,6-dione (984-84-9,54339-68-3) → (5S,8S,9S,10R,13R,14S,17S)-17-((R)-1,5-Dimethyl-hexyl)-10,13-dimethyl-tetradecahydro-cyclopenta[a]phenanthrene-3,6-dione (2243-09-6,13492-22-3,22799-16-2,41083-76-5,41083-78-7)

Guidance literature:

With acetic acid; zinc; Ambient temperature; sonication, less than 5 min;

DOI:10.1055/s-1991-26417

Reference yield: 62.0%

4β-hydroxycholesterol (17320-10-4) → Cholest-4-en-3-one (601-57-0) + 4-cholestene-3,6-dione (54339-68-3,984-84-9) + 5α-cholestane-3,6-dione (2243-09-6)

Guidance literature:

With p-toluenesulfonic acid on sillica gel; at 120 ℃; for 0.166667h; Reagent/catalyst; Inert atmosphere; Green chemistry;

DOI:10.1039/c7nj01878a

Reference yield: 4.6%

dihydrocholesterone (566-88-1) → dihydroprogesterone (566-65-4) + 5α-cholestane-3,11-dione (69483-56-3) + 5α-cholestane-3,6-dione (2243-09-6) + 3,7-dioxo-5α-cholestane (13400-67-4)

Guidance literature:

With pyridine; oxygen; acetic acid; zinc; iron; In water; for 5h; Further byproducts given; Ambient temperature; Gif system;

upstream raw materials:

dihydrocholesterone

6β-hydroxycholest-4-en-3-one

acetic acid

4β-hydroxycholesterol

Downstream raw materials:

Cholestanol

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

cholesteryl p-toluenesulfonate

cholestane

Refernces

• 1、 Marchand,Reddy. "Mild and highly selective ultrasound-promoted zinc/acetic acid reduction of C=C bonds in α,β-unsaturated γ-dicarbonyl compounds". . p. 198 - 200. Retrieved 2007/10/02.