21-Hydroxy-5beta-pregnane-3,11,20-trione

Base Information

• Chemical Name: 21-Hydroxy-5beta-pregnane-3,11,20-trione
• CAS No.: 10417-86-4
• Molecular Formula: C₂₁H₃₀O₄
• Molecular Weight: 346.467
• NSC Number: 79098
• UNII: 782BF6Q44B
• DSSTox Substance ID: DTXSID201019218
• Nikkaji Number: J2.755.994H
• Wikidata: Q27266630
• Metabolomics Workbench ID: 200436
• Mol file: 10417-86-4.mol

Synonyms:UNII-782BF6Q44B;10417-86-4;782BF6Q44B;21-Hydroxy-5beta-pregnane-3,11,20-trione;NSC 79098;NSC-79098;(5R,8S,9S,10S,13S,14S,17S)-17-(2-hydroxyacetyl)-10,13-dimethyl-2,4,5,6,7,8,9,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,11-dione;SCHEMBL2508790;DTXSID201019218;NSC79098;5.BETA.-PREGNAN-21-OL-3,11,20-TRIONE;Q27266630;21-HYDROXY-5.BETA.-PREGNANE-3,11,20-TRIONE;21-HYDROXYPREGNANE-3,11,20-TRIONE, (5.BETA.)-;5.BETA.-PREGNANE-3,11,20-TRIONE, 21-HYDROXY-;PREGNANE-3,11,20-TRIONE, 21-HYDROXY-, (5.BETA.)-

Chemical Property of 21-Hydroxy-5beta-pregnane-3,11,20-trione

Chemical Property:

• Vapor Pressure: 2.02E-12mmHg at 25°C
• Boiling Point: 507.4°Cat760mmHg
• PKA: 12.95±0.10(Predicted)
• Flash Point: 274.8°C
• PSA: 71.44000
• Density: 1.17g/cm³
• LogP: 2.95480
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 346.21440943
• Heavy Atom Count: 25
• Complexity: 625

Purity/Quality:

98%,99%, ^*data from raw suppliers

5β-Pregnan-21-ol-3,11,20-trione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CCC(=O)CC1CCC3C2C(=O)CC4(C3CCC4C(=O)CO)C
• Isomeric SMILES: C[C@]12CCC(=O)C[C@H]1CC[C@@H]3[C@@H]2C(=O)C[C@]4([C@H]3CC[C@@H]4C(=O)CO)C
• Uses: 5β-Pregnan-21-ol-3,11,20-trione is a metabolite of corticosterone.

Technology Process of 21-Hydroxy-5beta-pregnane-3,11,20-trione

There total 5 articles about 21-Hydroxy-5beta-pregnane-3,11,20-trione 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:

3α,21-dihydroxy-5β-pregnane-11,20-dione (566-03-0) → 21-hydroxy-5β-pregnane-3,11,20-trione (10417-86-4)

Guidance literature:

With hydrogenchloride; acetone; N-bromoacetamide;

DOI:10.1021/ja01588a041

Reference yield:

3α,21-diacetoxy-5β-pregnane-11,20-dione (2631-06-3) → 21-hydroxy-5β-pregnane-3,11,20-trione (10417-86-4)

Guidance literature:

Multi-step reaction with 2 steps

1: KHCO₃; aqueous methanol

2: N-bromo-acetamide; HCl; aqueous acetone

With hydrogenchloride; methanol; potassium hydrogencarbonate; acetone; N-bromoacetamide;

DOI:10.1021/ja01588a041

Reference yield:

→ (5S,10S,13S,17S)-17-(2-Hydroxy-acetyl)-10,13-dimethyl-tetradecahydro-cyclopenta[a]phenanthrene-3,11-dione (10417-86-4,51297-06-4)

Guidance literature:

Entspr. 21-Acetat, Hydrolyse;

upstream raw materials:

3α,21-dihydroxy-5β-pregnane-11,20-dione

3α,21-diacetoxy-5β-pregnane-11,20-dione

Refernces

• 1、 -. "Steroidal anaesthetics of the pregnane and 19-norpregnane series". . . Retrieved 2008/06/13.