5β-Pregnane-3α,20-diol

Base Information

• Chemical Name: 5β-Pregnane-3α,20-diol
• CAS No.: 55569-11-4
• Molecular Formula: C₂₁H₃₆O₂
• Molecular Weight: 320.516
• Mol file: 55569-11-4.mol

Synonyms:5-beta-Pregnane-3-alfa, 20-Diol-d5

Chemical Property of 5β-Pregnane-3α,20-diol

Chemical Property:

• PSA: 40.46000
• LogP: 4.38700

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5β-Pregnane-3α,20-diol

There total 26 articles about 5β-Pregnane-3α,20-diol 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: 100.0%

PREGNANOLONE (128-20-1,128-21-2,516-54-1,516-55-2,4243-94-1,4320-08-5,4406-35-3,4406-37-5,4469-03-8,13089-85-5,13089-86-6,14615-01-1,21788-58-9,24557-99-1,25126-79-8,26961-00-2,36027-63-1,39845-99-3,40135-22-6,72691-57-7,81076-02-0,95118-68-6,110350-90-8) → pregnadiol (80-89-7,80-90-0,80-92-2,516-53-0,566-56-3,566-57-4,566-58-5,4406-36-4,4479-11-2,4707-80-6,6251-84-9,25908-35-4,28818-70-4,36027-66-4,38270-91-6,38270-97-2,52746-43-7,55569-11-4,55660-10-1,73745-18-3,98048-13-6,80-91-1)

Guidance literature:

With dimethylsulfide borane complex; (2S)-2-phenylglycinol; In tetrahydrofuran; for 0.4h; Ambient temperature;

Reference yield:

5β-pregn-16-en-3,20-dione (14884-07-2) → pregnadiol (80-89-7,80-90-0,80-92-2,516-53-0,566-56-3,566-57-4,566-58-5,4406-36-4,4479-11-2,4707-80-6,6251-84-9,25908-35-4,28818-70-4,36027-66-4,38270-91-6,38270-97-2,52746-43-7,55569-11-4,55660-10-1,73745-18-3,98048-13-6,80-91-1)

Guidance literature:

With ethanol; platinum; Hydrogenation;

DOI:10.1021/ja01860a016

Reference yield:

(20R)-20-hydroxy-5β-pregnan-3α-yl acetate (1900-68-1) → pregnadiol (80-89-7,80-90-0,80-92-2,516-53-0,566-56-3,566-57-4,566-58-5,4406-36-4,4479-11-2,4707-80-6,6251-84-9,25908-35-4,28818-70-4,36027-66-4,38270-91-6,38270-97-2,52746-43-7,55569-11-4,55660-10-1,73745-18-3,98048-13-6,80-91-1)

Guidance literature:

With hydrogenchloride;

DOI:10.1021/ja01149a107

upstream raw materials:

Progesterone

pregnanedione

(20R)-20-hydroxy-5β-pregnan-3α-yl acetate

UC₁₀₁₃

Downstream raw materials:

5α.14β.17βH-pregnanediyl-(3β.20α_F)-diacetate

Refernces

• 1、 Jin, Yi,Mesaros, A. Clementina,Blair, Ian A.,Penning, Trevor M.. "Stereospecific reduction of 5β-reduced steroids by human ketosteroid reductases of the AKR (aldo-keto reductase) superfamily: Role of AKR1C1-AKR1C4 in the metabolism of testosterone and progesterone via the 5β-reductase pathway". supporting information; experimental part. p. 53 - 61. Retrieved 2012/06/15.
• 2、 Goendoes, Gyoergy,Orr, James C.. "Borane Reduction of the Steroid 20-Ketone Group in the Presence of Various Chiral β-Amino Alcohols". . p. 581 - 582. Retrieved 2007/10/02.