5α-Androst-9(11)-ene-3,17-dione

Base Information

• Chemical Name: 5α-Androst-9(11)-ene-3,17-dione
• CAS No.: 15375-19-6
• Molecular Formula: C₁₉H₂₆O₂
• Molecular Weight: 286.414
• Mol file: 15375-19-6.mol

Synonyms:

Chemical Property of 5α-Androst-9(11)-ene-3,17-dione

Chemical Property:

Purity/Quality:

95%-98% ^*data from raw suppliers

(5α)-Androst-9(11)-ene-3,17-dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: (5α)-Androst-9(11)-ene-3,17-dione is the impurity of Testosterone (T155000), which is the principal hormone of the testes, produced by the interstitial cells. Testosterone is the major circulating androgen; converted by 5α-reductase in androgen-dependent target tissues to 5α-dehydrotestosterone that is required for normal male sexual differentiation.

Technology Process of 5α-Androst-9(11)-ene-3,17-dione

There total 28 articles about 5α-Androst-9(11)-ene-3,17-dione 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: 90.0%

3,17-bis(ethylenedioxy)-5α-androst-9(11)-ene (141563-21-5) → (5α)-androst-9(11)-ene-3,17-dione (15375-19-6)

Guidance literature:

With sulfuric acid; silica gel; In dichloromethane; for 22h; Ambient temperature;

DOI:10.1139/v85-126

Reference yield: 70.0%

11α-hydroxy-5α-androstane-3,17-dione (29907-31-1) → (5α)-androst-9(11)-ene-3,17-dione (15375-19-6)

Guidance literature:

With pyridine; trichlorophosphate; for 18h;

Reference yield: 18.0%

3,17-bis(ethylenedioxy)-5α-androst-9(11)-ene (141563-21-5) → (5α)-androst-9(11)-ene-3,17-dione (15375-19-6) + C21H30O3

Guidance literature:

With toluene-4-sulfonic acid; In acetone; for 4.5h; Ambient temperature;

DOI:10.1139/v85-126

upstream raw materials:

5α-androst-9,11-en-17-on-3β-ol

C₂₄H₃₄O₅

11α-hydroxy-5α-androstane-3,17-dione

androst-4,9⁽¹¹⁾-dien-3,17-dione

Refernces

• 1、 Rao, P. Narasimha,Damodaran, K. M.. "SYNTHESIS OF A PRECURSOR FOR THE PREPARATION OF 9α,11α-TRITIATED 5α-ANDROSTANE-3α,17β-DIOL 17-GLUCURONIDE". . p. 343 - 350. Retrieved 1984.
• 2、 Gumulka,Ibrahim,Boncza-Tomaszewski,Engel. "Steroids and related products. LII. 11-Aza steroids. part IV. The synthesis of 11-aza 9α-steroids. II. The synthesis of 11-aza-4,5α-dihydrotestosterone". . p. 766 - 772. Retrieved 2007/10/02.