Testosterone benzoate

Base Information

• Chemical Name: Testosterone benzoate
• CAS No.: 2088-71-3
• Molecular Formula: C26H32O3
• Molecular Weight: 392.538
• European Community (EC) Number: 218-232-8
• UNII: 387187KT3E
• DSSTox Substance ID: DTXSID50943135
• Nikkaji Number: J298.685J
• Wikipedia: Testosterone_benzoate
• Wikidata: Q27256755
• Mol file: 2088-71-3.mol

Synonyms:Testosterone benzoate;2088-71-3;Testosterone 17-benzoate;[(8R,9S,10R,13S,14S,17S)-10,13-dimethyl-3-oxo-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl] benzoate;Testosterone, benzoate;3-Oxoandrost-4-en-17-yl benzoate;387187KT3E;Androst-4-en-3-one, 17-(benzoyloxy)-, (17.beta.)-;Stanolone-17-bebzoate;NSC-524278;NSC 524278;SCHEMBL4264017;UNII-387187KT3E;DTXSID50943135;EINECS 218-232-8;AKOS040760031;3-Oxoandrost-4-en-17-yl benzoate #;17.BETA.-BENZOYLOXYANDROST-4-EN-3-ONE;Testosterone Benzoate 1.0 mg/ml in Acetonitrile;ANDROST-4-EN-17.BETA.-OL-3-ONE BENZOATE;Q27256755;Testosterone 17-benzoate, VETRANAL(TM), analytical standard

Chemical Property of Testosterone benzoate

Chemical Property:

• Vapor Pressure: 5.2E-11mmHg at 25°C
• Melting Point: 200 °C
• Refractive Index: 1.582
• Boiling Point: 522.4 °C at 760 mmHg
• Flash Point: 224.8 °C
• PSA: 43.37000
• Density: 1.16 g/cm³
• LogP: 5.74390
• Water Solubility.: 13mg/L(25 oC)
• XLogP3: 5.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 392.23514488
• Heavy Atom Count: 29
• Complexity: 718

Purity/Quality:

99% ^*data from raw suppliers

TESTOSTERONE BENZOATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 40-48
• Safety Statements: 36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CCC3C(C1CCC2OC(=O)C4=CC=CC=C4)CCC5=CC(=O)CCC35C
• Isomeric SMILES: C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@H]2OC(=O)C4=CC=CC=C4)CCC5=CC(=O)CC[C@]35C
• Uses: A metabolite of Testosterone (T155000).

Technology Process of Testosterone benzoate

There total 19 articles about Testosterone 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: 87.0%

androstenediol-17-benzoate (1175-12-8) → testosterone benzoate (2088-71-3)

Guidance literature:

With <(C4Ph4COHOCC4Ph4)(μ-H)><(CO)4Ru2>; acetone; at 56 ℃; for 20h;

DOI:10.1021/jo960361q

Reference yield:

→ testosterone benzoate (2088-71-3)

Guidance literature:

With bromine; acetic acid; anschliessendes Behandeln mit Chromsaeure und Erhitzen des Reaktionsprodukts in Benzol mit aethanol. Natriumjodid-Loesung;

DOI:10.1002/hlca.193501801201

Reference yield:

5α-hydroxy-3-oxo-5α-androstan-17β-yl benzoate (26128-31-4) → testosterone benzoate (2088-71-3)

Guidance literature:

With potassium hydroxide;

DOI:10.1002/hlca.19520350302

upstream raw materials:

17β-benzoyloxy-androst-5-en-3-one

5α-hydroxy-3-oxo-5α-androstan-17β-yl benzoate

testosterone

benzoyl chloride

Downstream raw materials:

3,3-ethanediyldioxy-17β-benzoyloxy-androst-5-ene

17β-benzoyloxy-5-oxo-3,5-seco-A-nor-androstan-3-oic acid

testosterone

Androst-4-en-3β,17β-diol-17-benzoat

Refernces

• 1、 Gravestock, Michael B.,Morton, Douglas R.,Boots, Sharon G.,Johnson, William S.. "Biomimetic Polyene Cyclizations. Participation of the Methylacetylenic Terminator and Nitroalkanes. A Synthesis of Testosterone". . p. 800 - 807. Retrieved 2007/10/02.