ANDROST-5-ENE-3BETA,7,17BETA-TRIOL

Base Information

• Chemical Name: ANDROST-5-ENE-3BETA,7,17BETA-TRIOL
• CAS No.: 2226-66-6
• Molecular Formula: C₁₉H₃₀O₃
• Molecular Weight: 306.445
• Mol file: 2226-66-6.mol

Synonyms:Androst-5-ene-3b,7a,17b-triol (7CI,8CI); (3b,7a,17b)-Androst-5-ene-3,7,17-triol; 3b,7a,17b-Androst-5-enetriol

Chemical Property of ANDROST-5-ENE-3BETA,7,17BETA-TRIOL

Chemical Property:

Purity/Quality:

95%-98% ^*data from raw suppliers

ANDROST-5-ENE-3-BETA-7,17-BETA-TRIOL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ANDROST-5-ENE-3BETA,7,17BETA-TRIOL

There total 16 articles about ANDROST-5-ENE-3BETA,7,17BETA-TRIOL 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: 58.0%

3beta,17beta-Dihydroxyandrost-5-en-7-one (2226-65-5) → Androst-5-ene-3beta,7alpha,17beta-triol (2697-85-0,62357-04-4,2226-66-6)

Guidance literature:

With potassium tri-sec-butyl-borohydride; In tetrahydrofuran; at -76 ℃; for 2h;

DOI:10.1016/j.bmc.2006.05.022

Reference yield: 47.9%

5-androstenediol (521-17-5,1963-03-7,4593-57-1,4593-58-2,14504-94-0,16895-59-3,47122-33-8,64162-67-0,75767-22-5,139973-51-6,151284-19-4) → 3beta,17beta-Dihydroxyandrost-5-en-7-one (2226-65-5) + Androst-5-ene-3beta,7alpha,17beta-triol (2697-85-0,62357-04-4,2226-66-6) + 5-androstene-3β,7β,17β-triol (2697-85-0)

Guidance literature:

With Mortierella isabellina AM₂₁₂ fungal strain; for 24h; Enzymatic reaction;

DOI:10.1039/c1ob05350g

Reference yield: 38.4%

dehydroepiandrosterone (53-43-0) → 3β,7α-dihydroxyandrost-5-ene-17-one (2487-48-1,7522-54-5,62357-03-3,53-00-9) + Androst-5-ene-3beta,7alpha,17beta-triol (2697-85-0,62357-04-4,2226-66-6) + 5-androstene-3β,7β,17β-triol (2697-85-0)

Guidance literature:

With Mucor silvaticus; In acetone; at 28 ℃; for 96h; regioselective reaction;

DOI:10.3109/10242422.2013.813490

upstream raw materials:

dehydroepiandrosterone

3beta,17beta-Dihydroxyandrost-5-en-7-one

3β, 17β-diacetoxyandrost-5-ene-7-one

5-androstenediol

Refernces

• 1、 Peart, Patrice C.,Reynolds, William F.,Reese, Paul B.. "The generation of a steroid library using filamentous fungi immobilized in calcium alginate Dedicated to the memory of Professor Sir John W. Cornforth, University of Sussex (1917-2013).". . p. 16 - 24. Retrieved 2016/01/25.
• 2、 Kolek, Teresa,Milecka, Natalia,Swizdor, Alina,Panek, Anna,Bialonska, Agata. "Hydroxylation of DHEA, androstenediol and epiandrosterone by Mortierella isabellina AM212. Evidence indicating that both constitutive and inducible hydroxylases catalyze 7α- as well as 7β-hydroxylations of 5-ene substrates". experimental part. p. 5414 - 5422. Retrieved 2011/09/13.