11α-Hydroxy-5α-pregnane-3,20-dione

Base Information

• Chemical Name: 11α-Hydroxy-5α-pregnane-3,20-dione
• CAS No.: 565-96-8
• Molecular Formula: C21H32O3
• Molecular Weight: 332.483
• Mol file: 565-96-8.mol

Synonyms:

Chemical Property of 11α-Hydroxy-5α-pregnane-3,20-dione

Chemical Property:

• Vapor Pressure: 9.95E-11mmHg at 25°C
• Melting Point: 193-195 °C
• Boiling Point: 468.1°Cat760mmHg
• PKA: 14.66±0.70(Predicted)
• Flash Point: 251°C
• PSA: 54.37000
• Density: 1.112g/cm³
• LogP: 3.77420

Purity/Quality:

99% ^*data from raw suppliers

11α-Hydroxyallopregnane-3,20-dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 11α-Hydroxyallopregnane-3,20-dione is a monoform intermediate and byproduct in the transformation pathway of the progesterone by Rhizopus nigricans.

Technology Process of 11α-Hydroxy-5α-pregnane-3,20-dione

There total 25 articles about 11α-Hydroxy-5α-pregnane-3,20-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: 74.0%

11-alpha-hydroxyprogesterone (80-75-1,22847-91-2) → 11α-hydroxy-5β-pregnane-3,20-dione (565-94-6,565-95-7,565-96-8,55176-88-0,565-93-5)

Guidance literature:

With pyridine; palladium 10% on activated carbon; hydrogen; In 1,4-dioxane; ethanol; at 30 ℃; for 17h;

DOI:10.1021/jm501676v

Reference yield: 73.0%

11-alpha-hydroxyprogesterone (80-75-1,22847-91-2) → 11α-hydroxy-5β-pregnane-3,20-dione (565-96-8) + 11α-hydroxy-5β-pregnane-3,20-dione (565-94-6,565-95-7,565-96-8,55176-88-0,565-93-5)

Guidance literature:

With pyridine; palladium 10% on activated carbon; hydrogen; for 5h;

DOI:10.1021/jm3016365

Reference yield: 73.0%

11-alpha-hydroxyprogesterone (80-75-1,22847-91-2) → 11α-hydroxy-5β-pregnane-3,20-dione (565-96-8) + 11α-hydroxy-5β-pregnane-3,20-dione (565-94-6,565-95-7,565-96-8,55176-88-0,565-93-5)

Guidance literature:

With pyridine; palladium 10% on activated carbon; hydrogen; for 5h;

DOI:10.1021/jm3016365

upstream raw materials:

11α-hydroxypregna-4,6-diene-3,20-dione

dihydroprogesterone

3β,11α-dihydroxy-5α-pregnan-20-one

11-alpha-hydroxyprogesterone

Downstream raw materials:

3β,11α-dihydroxy-5α-pregnan-20-one

11-Ketoprogesterone

11-alpha-hydroxyprogesterone

UC₁₀₁₇

Refernces

• 1、 De Ravel, Marc Rolland,Alameh, Ghina,Melikian, Maxime,Mahiout, Zahia,Emptoz-Bonneton, Agnès,Matera, Eva-Laure,Lomberget, Thierry,Barret, Roland,Rocheblave, Luc,Walchshofer, Nadia,Beltran, Sonia,El Jawad, Lucienne,Mappus, Elisabeth,Grenot, Catherine,Pugeat, Michel,Dumontet, Charles,Le Borgne, Marc,Cuilleron, Claude Yves. "Synthesis of new steroidal inhibitors of P-glycoprotein-mediated multidrug resistance and biological evaluation on K562/R7 erythroleukemia cells". supporting information. p. 1832 - 1845. Retrieved 2015/04/21.
• 2、 Kapras, Vojtech,Slavickova, Alena,Stastna, Eva,Vyklicky Jr., Ladislav,Vales, Karel,Chodounska, Hana. "Synthesis of deuterium labeled NMDA receptor inhibitor - 20-Oxo-5β-[9,12,12-2H3]pregnan-3α-yl-l- glutamyl 1-ester". experimental part. p. 282 - 287. Retrieved 2012/03/26.