Bolasterone

Base Information

• Chemical Name: Bolasterone
• CAS No.: 1605-89-6
• Molecular Formula: C21H32 O2
• Molecular Weight: 316.484
• European Community (EC) Number: 216-519-2
• NSC Number: 66233
• UNII: T7ZM08F7FU
• DSSTox Substance ID: DTXSID40166896
• Nikkaji Number: J7.528K
• Wikipedia: Bolasterone
• Wikidata: Q4938950
• NCI Thesaurus Code: C74111
• Pharos Ligand ID: UT264C7FXBT7
• Metabolomics Workbench ID: 35322
• ChEMBL ID: CHEMBL259548
• Mol file: 1605-89-6.mol

Synonyms:bolasterone

Chemical Property of Bolasterone

Chemical Property:

• Vapor Pressure: 1.25E-09mmHg at 25°C
• Melting Point: 163-165°
• Boiling Point: 441°C at 760 mmHg
• Flash Point: 188°C
• PSA: 37.30000
• Density: 1.09g/cm³
• LogP: 4.51530
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 316.240230259
• Heavy Atom Count: 23
• Complexity: 578

Purity/Quality:

99%, ^*data from raw suppliers

BOLASTERONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CC2=CC(=O)CCC2(C3C1C4CCC(C4(CC3)C)(C)O)C
• Isomeric SMILES: C[C@@H]1CC2=CC(=O)CC[C@@]2([C@@H]3[C@@H]1[C@@H]4CC[C@]([C@]4(CC3)C)(C)O)C
• Uses: Synthetic anabolic; epimeric with Calusterone (C148900). Controlled substance (anabolic steroid).
• Therapeutic Function: Anabolic

Technology Process of Bolasterone

There total 10 articles about Bolasterone 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:

7α-methyl-4-androstene-3,17-dione (17000-88-3) + methyl iodide (74-88-4) → bolasterone (1605-89-6)

Guidance literature:

With sulfuric acid; methyllithium; lithium; toluene-4-sulfonic acid; triethylamine; In methanol; acetone;

Reference yield:

17-methyltestosterone (58-18-4) → bolasterone (1605-89-6)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrachloro-<1,4>benzoquinone

2: CuCl; THF

With tetrahydrofuran; chloranil; copper(l) chloride;

DOI:10.1021/ja01524a063

Reference yield:

6-Dehydromethyltestosterone (5585-85-3) + methylmagnesium bromide (75-16-1) → bolasterone (1605-89-6) + calusterone (17021-26-0)

Guidance literature:

With tetrahydrofuran; copper(l) chloride;

DOI:10.1021/ja01524a063

upstream raw materials:

6-Dehydromethyltestosterone

methylmagnesium bromide

17-methyltestosterone

7α-methyl-4-androstene-3,17-dione

Downstream raw materials:

17β-hydroxy-7α,17α-dimethyl-4-(phenylthiomethyl)androst-4-en-3-one

Refernces

• 1、 -. "TRANSDERMAL ADMINISTRATION OF MENT". . . Retrieved 2008/06/13.
• 2、 -. "Process for the preparation of 4-androstene-3,17-dione derivatives". . . Retrieved 2008/06/13.