Androsterone, benzoate

Base Information

• Chemical Name: Androsterone, benzoate
• CAS No.: 5953-69-5
• Molecular Formula: C26H34O3
• Molecular Weight: 394.554
• DSSTox Substance ID: DTXSID10974940
• Nikkaji Number: J1.355.166I
• Wikidata: Q82959414
• Mol file: 5953-69-5.mol

Synonyms:androsterone 3-benzoate;androsterone 3-benzoate, (3beta,5alpha)-isomer

Chemical Property of Androsterone, benzoate

Chemical Property:

• Vapor Pressure: 7.23E-23mmHg at 25°C
• Boiling Point: 505.6°Cat760mmHg
• Flash Point: 216.7°C
• PSA: 43.37000
• Density: 1.14g/cm³
• LogP: 5.82380
• XLogP3: 5.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 394.25079494
• Heavy Atom Count: 29
• Complexity: 665

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC12CCC(CC1CCC3C2CCC4(C3CCC4=O)C)OC(=O)C5=CC=CC=C5
• Isomeric SMILES: C[C@]12CC[C@H](C[C@@H]1CC[C@@H]3[C@@H]2CC[C@]4([C@H]3CCC4=O)C)OC(=O)C5=CC=CC=C5

Technology Process of Androsterone, benzoate

There total 5 articles about Androsterone, benzoate 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: 92.0%

Epiandrosterone (481-29-8) + benzoic acid (65-85-0,8013-63-6) → 3α-hydroxy-5α-androstan-17-one 3-benzoate (5953-69-5)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; toluene; at 20 ℃; for 12h;

DOI:10.1016/j.tetlet.2006.09.027

Reference yield: 85.0%

cis-androsterone (53-41-8) + benzoyl chloride (98-88-4) → 3α-hydroxy-5α-androstan-17-one 3-benzoate (5953-69-5)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 0 - 20 ℃; for 6h;

DOI:10.1021/jacs.8b05753

Reference yield:

N-benzoylbenzamide (614-28-8) + cis-androsterone (53-41-8) → 3α-hydroxy-5α-androstan-17-one 3-benzoate (5953-69-5)

Guidance literature:

With toluene-4-sulfonic acid; toluene;

upstream raw materials:

N-benzoylbenzamide

cis-androsterone

3α-hydroxy-5α-androstan-16-one

benzoyl chloride

Downstream raw materials:

benzoic acid-(17β-hydroxy-5α-androstanyl-(3α)-ester)

cis-androsterone

16α,17α-epoxy-5α-androstane-3α,17β-diol 3-benzoate 17-acetate

5α-androstane-17-one-3α,16α-diol 3-benzoate 16-acetate