Pregnanediol V

Base Information

• Chemical Name: Pregnanediol V
• CAS No.: 80-91-1
• Molecular Formula: C₂₁H₃₆O₂
• Molecular Weight: 320.516
• European Community (EC) Number: 201-312-1
• UNII: 69Z9A22236
• DSSTox Substance ID: DTXSID501020842
• Nikkaji Number: J53.868J
• Wikipedia: Pregnanediol
• Wikidata: Q27264387
• Metabolomics Workbench ID: 199344
• Mol file: 80-91-1.mol

Synonyms:Pregnanediol

Chemical Property of Pregnanediol V

Chemical Property:

• Vapor Pressure: 1.98E-09mmHg at 25°C
• Boiling Point: 435.9°C at 760 mmHg
• Flash Point: 191°C
• PSA: 40.46000
• Density: 1.053g/cm³
• LogP: 4.38700
• XLogP3: 5.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 320.271530387
• Heavy Atom Count: 23
• Complexity: 463

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C1CCC2C1(CCC3C2CCC4C3(CCC(C4)O)C)C)O
• Isomeric SMILES: C[C@H]([C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC[C@H]4[C@@]3(CC[C@H](C4)O)C)C)O

Technology Process of Pregnanediol V

There total 26 articles about Pregnanediol V 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

Electrochemically initiated tandem and sequential conjugate addition processes: One-pot synthesis of diverse functionalized isoindolinones

10.1002/adsc.201200065

The research focuses on the development of an electrochemically initiated tandem and sequential conjugate addition process for the one-pot synthesis of diverse functionalized isoindolinones, which are important building blocks in biological and medicinal chemistry. The study explores the use of electrochemical activation as an alternative to traditional base-catalyzed methods, aiming to improve sustainability and atom economy by reducing waste production. The experiments involve the electroreductive catalysis of 1,3-dicarbonyl compounds with 2-CNC6H4CHO to form 3-isoindolinones containing quaternary carbon centers. The process is carried out under mild conditions and short reaction times using galvanostatic electrolysis in a divided cell. The effectiveness of the electrochemical route is compared to conventional chemical methods, showing advantages such as lower catalyst loading and shorter reaction times. The substrate scope is explored with a series of symmetrical and unsymmetrical 1,3-dicarbonyl compounds, and the products are analyzed for yield, chemo- and regioselectivity. The study also investigates the potential for a one-pot procedure combining the electrochemically initiated processes with Michael acceptors to form isoindolinone derivatives with quaternary carbon centers. The analyses used include chromatographic purification and 1H NMR spectroscopy to determine the diastereoisomeric ratios of the products.