12alpha-Hydroxyprogesterone

Base Information

• Chemical Name: 12alpha-Hydroxyprogesterone
• CAS No.: 19897-02-0
• Molecular Formula: C₂₁H₃₀O₃
• Molecular Weight: 330.467
• NSC Number: 60778
• UNII: 8632QLR8C5
• DSSTox Substance ID: DTXSID90941771
• Nikkaji Number: J337.174C
• Wikidata: Q27115852
• Metabolomics Workbench ID: 35427
• Mol file: 19897-02-0.mol

Synonyms:12 alpha-hydroxyprogesterone

Chemical Property of 12alpha-Hydroxyprogesterone

Chemical Property:

• Vapor Pressure: 1.51E-11mmHg at 25°C
• Boiling Point: 487.4°Cat760mmHg
• Flash Point: 262.7°C
• PSA: 54.37000
• Density: 1.15g/cm³
• LogP: 3.69430
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 330.21949481
• Heavy Atom Count: 24
• Complexity: 621

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1CCC2C1(C(CC3C2CCC4=CC(=O)CCC34C)O)C
• Isomeric SMILES: CC(=O)[C@H]1CC[C@@H]2[C@@]1([C@H](C[C@H]3[C@H]2CCC4=CC(=O)CC[C@]34C)O)C

Technology Process of 12alpha-Hydroxyprogesterone

There total 5 articles about 12alpha-Hydroxyprogesterone 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:

12α-acetoxy-pregn-4-ene-3,20-dione (83603-62-7) → 12α-Hydroxyprogesterone (19897-02-0)

Guidance literature:

With potassium carbonate;

DOI:10.1021/jo01095a004

Reference yield:

→ 12α-Hydroxyprogesterone (19897-02-0)

Guidance literature:

With pyridine; Erwaermen des erhaltenen 12α-Acetoxy-pregnen-(4)-dions-(3.20) mit methanol. KOH;

DOI:10.1002/hlca.19430260303

Reference yield:

4β-bromo-12α-acetoxy-5Hβ-pregnan-3,20-dione (114276-27-6) → 12α-Hydroxyprogesterone (19897-02-0)

Guidance literature:

Multi-step reaction with 2 steps

1: semicarbazide; pyruvic acid

2: aqueous methanol.K₂CO₃

With potassium carbonate; 2-oxo-propionic acid; hydrazine carboxamide;

DOI:10.1021/jo01095a004

upstream raw materials:

pyridine

12α-acetoxy-pregn-4-ene-3,20-dione

4β-bromo-12α-acetoxy-5Hβ-pregnan-3,20-dione