(17α)-3β-Hydroxypregn-5-en-20-one

Base Information

• Chemical Name: (17α)-3β-Hydroxypregn-5-en-20-one
• CAS No.: 566-63-2
• Molecular Formula: C21H32O2
• Molecular Weight: 316.484
• Mol file: 566-63-2.mol

Synonyms:3-epi-Pregnenolone;Pregnenolon-<3H>;Pregnenolon;pregnelonone;3alpha-Hydroxypregn-5-en-20-one;Pregn-5-en-3|A-ol-20-one;Pregnenolen;(3|A)-3-Hydroxypregn-5-en-20-one;| currency5-Pregnen-3|A-ol-20-one;3|A-Hydroxy-20-oxopregn-5-ene;5-Pregnenolon;

Chemical Property of (17α)-3β-Hydroxypregn-5-en-20-one

Chemical Property:

• Vapor Pressure: 1.02E-09mmHg at 25°C
• Melting Point: 172-173 °C(Solv: acetone (67-64-1); hexane (110-54-3))
• Boiling Point: 443.3°Cat760mmHg
• PKA: 15.00±0.70(Predicted)
• Flash Point: 188.9°C
• PSA: 37.30000
• Density: 1.09g/cm³
• LogP: 4.51530

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 17-epi-Pregnenolone is an impurity of Pregnenolone(P712200). Pregnenolone is a steroid hormone involved in the steroidogenesis of progesterone, mineralocorticoids, glucocorticoids, androgens, and estrogens. As such it is a prohormone. Pregnenolone is a GABAA antagonist and increases neurogenesis in the hippocampus. It is a modulator of cytochrome P 450-3A.

Technology Process of (17α)-3β-Hydroxypregn-5-en-20-one

There total 16 articles about (17α)-3β-Hydroxypregn-5-en-20-one 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: 92.81%

3β-hydroxypregn-5-en-20-one-3-acetate (1093959-59-1) → pregnenolone (145-13-1,566-63-2,19037-28-6,38372-24-6)

Guidance literature:

With methanol; potassium carbonate; at 20 ℃;

Reference yield: 23.0%

17-Hydroxypregnenolone (387-79-1) → pregnenolone (145-13-1,566-63-2,19037-28-6,38372-24-6)

Guidance literature:

With potassium acetate; L-proline; In dimethyl sulfoxide; at 130 ℃;

DOI:10.1039/c9sc02543j

Reference yield:

diethyl ether (60-29-7,927820-24-4) + dehydroepiandrosterone (53-43-0) + sodium ethanolate (141-52-6) + 2-chloro-propanoic acid, ethyl ester (535-13-7) → Pregnenolone (145-13-1) + 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) + 3β-hydroxy-17α-pregn-5-en-20-one (566-63-2)

Guidance literature:

Erhitzen des Reaktionsprodukts mit wss.-aethanol.NaOH;

DOI:10.1021/jo01215a009

upstream raw materials:

16-dehydropregnenolone acetate

3β-hydroxypregn-5-en-20-one-3-acetate

17-Hydroxypregnenolone

diethyl ether

Downstream raw materials:

{4-[Bis-(2-chloro-ethyl)-amino]-phenyl}-acetic acid (3S,8S,9S,10R,13S,14S)-17-acetyl-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester

progesterone

dehydroepiandrosterone

17-Ethyl-10,13-dimethyl-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-cyclopenta[a]phenanthren-3-one

Refernces

• 1、 -. "Steroidal androgen receptor inhibitor as well as preparation method and medical application thereof". . . Retrieved 2016/12/26.