21-Deoxycortisol

Base Information

• Chemical Name: 21-Deoxycortisol
• CAS No.: 641-77-0
• Molecular Formula: C21H30 O4
• Molecular Weight: 346.467
• European Community (EC) Number: 211-375-7
• UNII: XZ1JYU14MZ
• DSSTox Substance ID: DTXSID101044501
• Nikkaji Number: J205.915K
• Wikipedia: 21-Deoxycortisol
• Wikidata: Q28209610
• Metabolomics Workbench ID: 35473
• ChEMBL ID: CHEMBL1527439
• Mol file: 641-77-0.mol

Synonyms:21-deoxycortisol;21-deoxycortisol, (11alpha)-isomer;21-deoxycortisol, (9beta,10alpha,11alpha)-isomer

Chemical Property of 21-Deoxycortisol

Chemical Property:

• Vapor Pressure: 3.64E-13mmHg at 25°C
• Melting Point: 225-228 °C
• Boiling Point: 523.9°C at 760 mmHg
• PKA: 12.86±0.70(Predicted)
• Flash Point: 284.7°C
• PSA: 74.60000
• Density: 1.21g/cm³
• LogP: 2.80920
• Storage Temp.: ?20°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly, Heated)
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 346.21440943
• Heavy Atom Count: 25
• Complexity: 667

Purity/Quality:

99.9% ^*data from raw suppliers

21-DeoxyCortisol ^*data from reagent suppliers

Safty Information:

• Hazard Codes: F,T
• Statements: 11-23/24/25-39/23/24/25
• Safety Statements: 7-16-36/37-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=O)C1(CCC2C1(CC(C3C2CCC4=CC(=O)CCC34C)O)C)O
• Isomeric SMILES: CC(=O)[C@]1(CC[C@@H]2[C@@]1(C[C@@H]([C@H]3[C@H]2CCC4=CC(=O)CC[C@]34C)O)C)O
• Uses: 21-Deoxy Cortisol (Hydrocortisone EP Impurity L) is a metabolite of Fluticasone propionate (F599500). A metabolite of Fluticasone propionate (F599500).

Technology Process of 21-Deoxycortisol

There total 29 articles about 21-Deoxycortisol 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: 98.9%

11β,17α-dihydroxy-21-iodopregn-4-ene-3,20-dione (33767-06-5) → 21-deoxycortisol (641-77-0)

Guidance literature:

With 3-mercaptopropionic acid; In N,N-dimethyl acetamide; for 0.166667h; Ambient temperature;

Reference yield: 82.0%

11β,17α-dihydroxy-17-pregn-4-en-20-yn-3-one (137174-13-1) → 21-deoxycortisol (641-77-0)

Guidance literature:

With mercury(II) sulfate; In tetrahydrofuran; methanol; at 20 ℃; for 1.5h;

DOI:10.1007/BF00772948

Reference yield: 79.0%

HYDROCORTISONE (50-23-7) → 21-deoxycortisol (641-77-0)

Guidance literature:

With pyridine; iodine; triphenylphosphine; In toluene; for 6h; chemoselective reaction; Inert atmosphere; Reflux;

DOI:10.1002/ejoc.201800051

upstream raw materials:

17-hydroxyprogesterone

4β-bromo-11β,17-dihydroxy-5β-pregnane-3,20-dione

11β,17α-dihydroxy-21-iodopregn-4-ene-3,20-dione

11β,7α-dihydroxy-21-<(methylsulfonyl)oxy>pregn-4-ene-3,20-dione

Downstream raw materials:

17-hydroxy-pregn-4-ene-3,11,20-trione

pregna-4,9⁽¹¹⁾-diene-3,20-dione-17-hydroxy-21-methyl

17α-acetoxy-9α-fluoro-6α-methylprogesterone

Refernces

• 1、 -. "Methylprednisolone intermediate debrominated product and preparation method thereof". . . Retrieved 2020/02/10.
• 2、 Pichon, Ma?va M.,Stauffert, Fabien,Addante-Moya, Luis G.,Bodlenner, Anne,Compain, Philippe. "Metal-Free Iodine-Mediated Deoxygenation of Alcohols in the Position α to Electron-Withdrawing Groups". . p. 1538 - 1545. Retrieved 2018/04/20.