20-Methylpregn-5-ene-3,20-diol

Base Information

• Chemical Name: 20-Methylpregn-5-ene-3,20-diol
• CAS No.: 20976-92-5
• Molecular Formula: C22H36 O2
• Molecular Weight: 332.527
• DSSTox Substance ID: DTXSID80943269
• Wikidata: Q82920326
• Mol file: 20976-92-5.mol

Synonyms:20-methylpregn-5-ene-3 beta,20-diol;20-methylpregn-5-ene-3,20-diol;23,24-dinor-5-cholene-3-beta,20-diol

Chemical Property of 20-Methylpregn-5-ene-3,20-diol

Chemical Property:

• Vapor Pressure: 3.48E-10mmHg at 25°C
• Boiling Point: 454.8°Cat760mmHg
• Flash Point: 199.1°C
• PSA: 40.46000
• Density: 1.08g/cm³
• LogP: 4.69720
• XLogP3: 4.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 332.271530387
• Heavy Atom Count: 24
• Complexity: 550

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CCC3C(C1CCC2C(C)(C)O)CC=C4C3(CCC(C4)O)C
• Isomeric SMILES: C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@H]2C(C)(C)O)CC=C4[C@@]3(CC[C@@H](C4)O)C

Technology Process of 20-Methylpregn-5-ene-3,20-diol

There total 6 articles about 20-Methylpregn-5-ene-3,20-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:

methyl magnesium iodide (917-64-6) + Pregnenolone acetate (1778-02-5) → 3β,20-dihydroxy-20-methylpregn-5-ene (20976-92-5)

Guidance literature:

With diethyl ether; Kochen des vom Aether befreiten Reaktionsgemisches in Benzol;

DOI:10.1021/ja01258a009

Reference yield:

Pregnenolone (145-13-1) → 3β,20-dihydroxy-20-methylpregn-5-ene (20976-92-5)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / 20 °C

2: diethyl ether; benzene / 0 - 20 °C / Inert atmosphere

With pyridine; In diethyl ether; benzene;

DOI:10.1002/ejoc.202100652

Reference yield:

Pregnenolone acetate (1778-02-5) + methylmagnesium bromide (75-16-1) → 3β,20-dihydroxy-20-methylpregn-5-ene (20976-92-5)

Guidance literature:

In diethyl ether; benzene; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1002/ejoc.202100652

upstream raw materials:

methyl magnesium iodide

diethyl ether

Pregnenolone acetate

Pregnenolone

Downstream raw materials:

20-hydroxy-20-methylpregn-4-en-3-one

dehydroepiandrosterone

prasterone acetate

3β-acetoxy-17-(2-carbamoylhydrazono)-5-androstene