17beta-hydroxyandrost-4-en-3-one 3,3-dimethylbutyrate

Base Information

• Chemical Name: 17beta-hydroxyandrost-4-en-3-one 3,3-dimethylbutyrate
• CAS No.: 38965-27-4
• Molecular Formula: C25H38 O3
• Molecular Weight: 386.575
• Mol file: 38965-27-4.mol

Synonyms:3-Oxoandrost-4-en-17b-yl 3,3-dimethylbutanoate;Testosterone 3,3-dimethylbutanoate

Chemical Property of 17beta-hydroxyandrost-4-en-3-one 3,3-dimethylbutyrate

Chemical Property:

• PSA: 43.37000
• LogP: 5.86630

Purity/Quality:

98%Min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 17beta-hydroxyandrost-4-en-3-one 3,3-dimethylbutyrate

There total 7 articles about 17beta-hydroxyandrost-4-en-3-one 3,3-dimethylbutyrate 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: 72.0%

tert-Butylacetic acid (1070-83-3) + testosterone (58-22-0) → testosterone-17β-3',3'-dimethylbutanoate (38965-27-4)

Guidance literature:

With benzenesulfonyl chloride;

DOI:10.1016/S0039-128X(85)80002-7

Reference yield:

3,3-Dimethyl-butyric acid (3S,8R,9S,10R,13S,14S,17S)-3-hydroxy-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl ester (52129-13-2) → testosterone-17β-3',3'-dimethylbutanoate (38965-27-4)

Guidance literature:

With cyclohexanone; aluminum isopropoxide; In toluene;

Reference yield:

3,3-Dimethyl-butyric acid (3S,8R,9S,10R,13S,14S,17S)-3-acetoxy-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl ester (52129-08-5) → testosterone-17β-3',3'-dimethylbutanoate (38965-27-4)

Guidance literature:

Multi-step reaction with 2 steps

1: KOH / methanol; CH₂Cl₂

2: Al(OiPr)3, cyclohexanone / toluene

With potassium hydroxide; cyclohexanone; aluminum isopropoxide; In methanol; dichloromethane; toluene;

upstream raw materials:

tert-Butylacetic acid

testosterone

3,3-Dimethyl-butyric acid (3S,8R,9S,10R,13S,14S,17S)-3-hydroxy-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl ester

3,3-Dimethyl-butyric acid (3S,8R,9S,10R,13S,14S,17S)-3-acetoxy-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl ester

Refernces

• 1、 Herz,Torres,Murillo,Cruz. "Potential long-acting contraceptive agents: Esters and ethers of testosterone with α- and/or β-chain branching". . p. 947 - 953. Retrieved 2007/10/02.