9beta,11beta-Epoxy-17,21-dihydroxypregn-4-ene-3,20-dione

Base Information

• Chemical Name: 9beta,11beta-Epoxy-17,21-dihydroxypregn-4-ene-3,20-dione
• CAS No.: 10072-97-6
• Molecular Formula: C₂₁H₂₈O₅
• Molecular Weight: 360.45
• European Community (EC) Number: 233-204-5
• DSSTox Substance ID: DTXSID30905711
• Nikkaji Number: J241.256J
• Wikidata: Q82874246
• Mol file: 10072-97-6.mol

Synonyms:10072-97-6;9beta,11beta-Epoxy-17,21-dihydroxypregn-4-ene-3,20-dione;EINECS 233-204-5;(1S,2S,10S,11S,14R,15S,17S)-14-hydroxy-14-(2-hydroxyacetyl)-2,15-dimethyl-18-oxapentacyclo[8.8.0.01,17.02,7.011,15]octadec-6-en-5-one;Pregn-4-ene-3,20-dione, 9,11-epoxy-17,21-dihydroxy-, (9beta,11beta)- (9CI);Hydrocortisone (9|A,11|A)-Epoxide;Hydrocortisone (9beta,11beta)-Epoxide;17,21-dihydroxy-9,11-epoxypregn-4-ene-3,20-dione;DTXSID30905711;Hydrocortisone(9beta,11beta)-epoxide;AKOS030254653;17,21-Dihydroxy-9beta,11beta-epoxypregn-4-ene-3,20-dione (9beta,11beta-Epoxyhydrocortisone)

Chemical Property of 9beta,11beta-Epoxy-17,21-dihydroxypregn-4-ene-3,20-dione

Chemical Property:

• Melting Point: 185-188°C
• Boiling Point: 559.7°Cat760mmHg
• Flash Point: 198.2°C
• PSA: 87.13000
• Density: 1.32g/cm³
• LogP: 1.94210
• Storage Temp.: Refrigerator
• Solubility.: Acetonitrile (Slightly, Sonicated), Chloroform (Slightly, Heated), Methanol (Sli
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 360.19367399
• Heavy Atom Count: 26
• Complexity: 743

Purity/Quality:

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

Hydrocortisone(9β,11β)-Epoxide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CCC(=O)C=C1CCC3C24C(O4)CC5(C3CCC5(C(=O)CO)O)C
• Isomeric SMILES: C[C@]12CCC(=O)C=C1CC[C@@H]3[C@@]24[C@@H](O4)C[C@]5([C@H]3CC[C@@]5(C(=O)CO)O)C
• Uses: A Hydrocortisone derivative formed by microbiological epoxidation of Hydrocortisone (H714615). A Hydrocortisone derivative formed by microbiological epoxidation

Technology Process of 9beta,11beta-Epoxy-17,21-dihydroxypregn-4-ene-3,20-dione

There total 8 articles about 9beta,11beta-Epoxy-17,21-dihydroxypregn-4-ene-3,20-dione 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:

21-acetoxy-9-bromo-11β,17-dihydroxy-pregn-4-ene-3,20-dione (50733-54-5) → 9,11β-epoxy-17,21-dihydroxy-9β-pregn-4-ene-3,20-dione (10072-97-6,95118-57-3)

Guidance literature:

With methanol; potassium hydrogencarbonate;

DOI:10.1021/ja01562a030

Reference yield:

Epicortisol (566-35-8) → 9,11β-epoxy-17,21-dihydroxy-9β-pregn-4-ene-3,20-dione (10072-97-6,95118-57-3)

Guidance literature:

Multi-step reaction with 4 steps

1: dann mit Methansulfonylchlorid

2: sodium acetate; acetic acid

3: HClO₄; aqueous dioxane

4: methanol; aqueous potassium hydrogencarbonate solution

With 1,4-dioxane; methanol; perchloric acid; sodium acetate; potassium hydrogencarbonate; acetic acid;

DOI:10.1021/ja01562a030

Reference yield:

anecortave (7753-60-8) → 9,11β-epoxy-17,21-dihydroxy-9β-pregn-4-ene-3,20-dione (10072-97-6,95118-57-3)

Guidance literature:

Multi-step reaction with 2 steps

1: HClO₄; aqueous dioxane

2: methanol; aqueous potassium hydrogencarbonate solution

With 1,4-dioxane; methanol; perchloric acid; potassium hydrogencarbonate;

DOI:10.1021/ja01562a030

upstream raw materials:

21-acetoxy-9-bromo-11β,17-dihydroxy-pregn-4-ene-3,20-dione

21-acetoxy-9,11β-epoxy-17-hydroxy-9β-pregn-4-ene-3,20-dione

Epicortisol

anecortave