Posovolone

Base Information

• Chemical Name: Posovolone
• CAS No.: 256955-84-7
• Molecular Formula: C₂₆H₄₀N₂O₃
• Molecular Weight: 428.615
• UNII: 1GA9JVO9ZA
• Nikkaji Number: J1.227.708C
• Wikipedia: Posovolone
• NCI Thesaurus Code: C188493
• ChEMBL ID: CHEMBL5095078
• Mol file: 256955-84-7.mol

Synonyms:Co 134444;Co-134444

Chemical Property of Posovolone

Chemical Property:

• XLogP3: 4.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 428.30389314
• Heavy Atom Count: 31
• Complexity: 700

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC12CCC(CC1CCC3C2CCC4(C3CCC4C(=O)CN5C=CN=C5)C)(COC)O
• Isomeric SMILES: C[C@]12CC[C@@](C[C@@H]1CC[C@@H]3[C@@H]2CC[C@]4([C@H]3CC[C@@H]4C(=O)CN5C=CN=C5)C)(COC)O

Technology Process of Posovolone

There total 15 articles about Posovolone 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: 91.0%

2-bromo-1-((3R,5S,8R,9S,10S,13S,14S,17S)-3-hydroxy-3-(methoxymethyl)-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)ethanone (203786-30-5) + 1H-imidazole (288-32-4) → 3α-hydroxy-21-(1'-imidazolyl)-3β-methoxymethyl-5α-pregnan-20-one (256955-84-7)

Guidance literature:

With lithium hydride; In tetrahydrofuran; at -5 - 0 ℃; for 10h;

DOI:10.3987/COM-06-10726

Reference yield: 81.0%

2-bromo-1-((3R,5S,8R,9S,10S,13S,14S,17S)-3-hydroxy-3-(methoxymethyl)-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)ethanone (203786-30-5) + lithium salt of imidazole (55986-39-5) → 3α-hydroxy-21-(1'-imidazolyl)-3β-methoxymethyl-5α-pregnan-20-one (256955-84-7)

Guidance literature:

In tetrahydrofuran; at -5 - 0 ℃; for 0.166667h; Inert atmosphere;

DOI:10.1002/hc.21372

Reference yield: 50.0%

1H-imidazole (288-32-4) + 3α-hydroxy-3β-methoxymethyl-5α,17β-pregnan-20-one (162882-64-6) → 3α-hydroxy-21-(1'-imidazolyl)-3β-methoxymethyl-5α-pregnan-20-one (256955-84-7)

Guidance literature:

3α-hydroxy-3β-methoxymethyl-5α,17β-pregnan-20-one; With hydrogen bromide; bromine; In methanol;

1H-imidazole;

upstream raw materials:

2-bromo-1-((3R,5S,8R,9S,10S,13S,14S,17S)-3-hydroxy-3-(methoxymethyl)-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)ethanone

1H-imidazole

n-butyllithium

lithium piperidide