6-methylenetestosterone acetate

Base Information

• Chemical Name: 6-methylenetestosterone acetate
• CAS No.: 1100-17-0
• Molecular Formula: C₂₂H₃₀O₃
• Molecular Weight: 342.478
• Mol file: 1100-17-0.mol

Synonyms:Androst-4-en-3-one,17b-hydroxy-6-methylene-, acetate(7CI,8CI); 17b-Acetoxy-6-methyleneandrost-4-en-3-one;6-Methylenetestosterone acetate; NSC 58251

Chemical Property of 6-methylenetestosterone acetate

Chemical Property:

• Vapor Pressure: 1.18E-08mmHg at 25°C
• Boiling Point: 460.3°Cat760mmHg
• Flash Point: 199.4°C
• PSA: 43.37000
• Density: 1.11g/cm³
• LogP: 4.61610

Purity/Quality:

98%,99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 6-methylenetestosterone acetate

There total 16 articles about 6-methylenetestosterone 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: 99.0%

acetic anhydride (108-24-7) + 17β-hydroxy-6-methyleneandrosta-4-ene-3-one (3347-73-7) → 6-Methylentestosteron-acetat (1100-17-0)

Guidance literature:

With pyridine; In dichloromethane; at 20 ℃; Inert atmosphere;

DOI:10.1016/j.tet.2009.06.094

Reference yield: 67.0%

formaldehyde diethyl acetal (462-95-3) + testosterone acetate (1045-69-8) → 6-Methylentestosteron-acetat (1100-17-0)

Guidance literature:

With sodium acetate; trichlorophosphate; In chloroform; for 1h; Heating;

DOI:10.1055/s-1982-29690

Reference yield:

testosterone acetate (1045-69-8) → 6-Methylentestosteron-acetat (1100-17-0)

Guidance literature:

Multi-step reaction with 4 steps

1: TsOH / dioxane

2: (i) COCl₂, ClCH₂CH₂Cl, (ii) /BRN= 2628369/, Py, (iii) aq. NaOAc

3: NaBH₄ / methanol

4: aq. AcOH

With sodium tetrahydroborate; toluene-4-sulfonic acid; acetic acid; In 1,4-dioxane; methanol;

DOI:10.1016/S0040-4020(01)98622-3

upstream raw materials:

formaldehyde diethyl acetal

testosterone acetate

17β-Acetoxy-6-hydroxymethyl-3-methoxy-androsta-3,5-dien

3-Ethoxy-17β-acetoxy-6-hydroxymethyl-testadien-(3,5)

Refernces

• 1、 Marcos-Escribano, Andrés,Bermejo, Francisco A.,Bonde-Larsen, Antonio Lorente,Retuerto, Jesús Iglesias,Sierra, Ignacio Herráiz. "1,2-Dehydrogenation of steroidal 6-methylen derivatives. Synthesis of exemestane". supporting information; experimental part. p. 7587 - 7590. Retrieved 2009/12/04.