5B-PREGNANE-3B-20A-DIOL

Base Information

• Chemical Name: 5B-PREGNANE-3B-20A-DIOL
• CAS No.: 80-90-0
• Molecular Formula: C21H36 O2
• Molecular Weight: 320.516
• Mol file: 80-90-0.mol

Synonyms:5b-Pregnane-3b,20a-diol (8CI); 3b,20a-Dihydroxy-5b-pregnane;5b-Pregnane-3b,20(S)-diol

Chemical Property of 5B-PREGNANE-3B-20A-DIOL

Chemical Property:

• PSA: 40.46000
• LogP: 4.38700

Purity/Quality:

99% ^*data from raw suppliers

5β-Pregnane-3β,20(S)-diol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 5β-Pregnane-3β,20(S)-diol, is a metabolite of Progesterone (P755900).

Technology Process of 5B-PREGNANE-3B-20A-DIOL

There total 28 articles about 5B-PREGNANE-3B-20A-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

3β,20α_F-bis-benzoyloxy-5β-pregnane

20α-Hydroxy-5β-pregnan-3-one

Refernces

A facile approach to the construction of 1H-inden-1-one

10.1055/s-2005-923587

The study focused on developing a facile method to construct 1H-inden-1-one, a structural motif commonly found in many natural products with pharmacological properties such as cytotoxicity, anti-HIV and antibacterial activities. The aim of the study was to construct multiple chiral centers in one step using the intramolecular Heck reaction. The researchers unexpectedly found that when compound 1 was treated with a catalytic amount of Pd(OAc)2 in the presence of air, only the oxidation product 1H-inden-1-one 2 was obtained. The reaction was found to involve an intramolecular Heck reaction followed by air oxidation of the allylic alcohol. The optimal reaction conditions were determined to be 24 h at 80°C, using 5 mol% Pd(OAc)2 and 15 mol% PPh3, DMF as solvent, and K2CO3 as base. The study concluded that this new method can be used to construct indenone/indanone skeletons, which are important motifs in the synthesis of natural products. The chemicals used in the process include 1-(2-bromoaryl)prop-2-en-1-ol as substrate, Pd(OAc)2 as palladium catalyst, PPh3 as ligand, K2CO3 as base, and DMF as solvent.