6-DEHYDROTESTOSTERONE

Base Information

• Chemical Name: 6-DEHYDROTESTOSTERONE
• CAS No.: 2352-19-4
• Molecular Formula: C21H28 O3
• Molecular Weight: 328.452
• Mol file: 2352-19-4.mol

Synonyms:Androsta-4,6-dien-3-one,17b-hydroxy-, acetate (6CI,7CI,8CI);17b-Acetoxyandrosta-4,6-dien-3-one;17b-Acetoxyandrosta-4,6-diene-3-one;3-Oxoandrosta-4,6-dien-17b-yl acetate; 6-Dehydrotestosterone acetate; Androsta-4,6-dien-17b-ol-3-one acetate

Chemical Property of 6-DEHYDROTESTOSTERONE

Chemical Property:

• PSA: 37.30000
• LogP: 3.65520

Purity/Quality:

99%, ^*data from raw suppliers

6-DehydrotestosteroneAcetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 6-Dehydrotestosterone Acetate has been used in the design, synthesis and biochemical studies of new 7α-allylandrostanes as aromatase inhibitors; synthesis of small molecules androgen receptor downregulators as an approach to treatment of advanced prostate cancer.

Technology Process of 6-DEHYDROTESTOSTERONE

There total 23 articles about 6-DEHYDROTESTOSTERONE 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: 96.0%

6-dehydrotestosterone (3591-23-9,3593-33-7,4030-88-0,4223-57-8,2484-30-2) + acetic anhydride (108-24-7) → androsta-4,6-dien-17β-ol-3-one acetate (2352-19-4)

Guidance literature:

With dmap; In dichloromethane; at 20 ℃; for 0.5h;

DOI:10.1016/j.steroids.2010.05.008

Reference yield: 87.0%

testosterone enol diacetate (1778-93-4) → androsta-4,6-dien-17β-ol-3-one acetate (2352-19-4)

Guidance literature:

testosterone enol diacetate; With N-Bromosuccinimide; In water; N,N-dimethyl-formamide; at 0 ℃; for 1.66667h;

With lithium carbonate; lithium bromide; at 92 ℃; for 3h;

DOI:10.1080/00397910802618430

Reference yield: 60.0%

testosterone acetate (1045-69-8) → androsta-4,6-dien-17β-ol-3-one acetate (2352-19-4)

Guidance literature:

With chloranil; In tert-butyl alcohol; for 3h; Heating;

upstream raw materials:

testosterone acetate

chloranil

androst-4-ene-6β,17β-diol-3-one, 17 acetate

17β-propionoxyandrosta-1,4,6-triene-3-one

Downstream raw materials:

6-dehydrotestosterone

testosterone acetate

7α-(5-phthalimidopentyl)estradiol 3-benzyl ether

7α-(5-methanesulfonyloxypentyl)estradiol 3-benzyl ether

Refernces

• 1、 Varela, Carla L.,Amaral, Cristina,Correia-Da-Silva, Georgina,Carvalho, Rui A.,Teixeira, Natércia A.,Costa, Saul C.,Roleira, Fernanda M.F.,Tavares-Da-Silva, Elisiário J.. "Design, synthesis and biochemical studies of new 7α-allylandrostanes as aromatase inhibitors". . p. 662 - 669. Retrieved 2013/07/05.
• 2、 Li, Chun,Qiu, Wenwei,Yang, Zhengfeng,Luo, Jian,Yang, Fan,Liu, Mingyao,Xie, Juan,Tang, Jie. "Stereoselective synthesis of some methyl-substituted steroid hormones and their in vitro cytotoxic activity against human gastric cancer cell line MGC-803". experimental part. p. 859 - 869. Retrieved 2010/10/18.