Descinolone

Base Information

• Chemical Name: Descinolone
• CAS No.: 595-52-8
• Molecular Formula: C21H27FO5
• Molecular Weight: 378.441
• NSC Number: 70646
• UNII: FBV60529GN
• DSSTox Substance ID: DTXSID101024230
• Nikkaji Number: J6.779B
• Wikipedia: Descinolone
• Wikidata: Q27149002
• NCI Thesaurus Code: C98253
• ChEMBL ID: CHEMBL3250066
• Mol file: 595-52-8.mol

Synonyms:Descinolone;595-52-8;Descinolone [INN];UNII-FBV60529GN;FBV60529GN;CHEBI:79863;NSC 70646;NSC-70646;CHEMBL3250066;SCHEMBL11061017;DTXSID101024230;NSC70646;(8S,9R,10S,11S,13S,14S,16R,17S)-17-acetyl-9-fluoro-11,16,17-trihydroxy-10,13-dimethyl-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-3-one;Q27149002;9-Fluoro-11beta,16alpha,17-trihydroxypregna-1,4-diene-3,20-dione;Pregna-1,20-dione, 9-fluoro-11.beta.,16.alpha.,17-trihydroxy-;9-FLUORO-11.BETA.,16.ALPHA.,17-TRIHYDROXYPREGNA-1,4-DIENE-3,20-DIONE;Pregna-1,20-dione, 9-fluoro-11,16,17-trihydroxy-, (11.beta.,16.alpha.)-;Pregna-1,4-diene-3,20-dione, 9-fluoro-11,16,17-trihydroxy-, (11.beta.,16.alpha.)-;Pregna-1,4-diene-3,20-dione, 9-fluoro-11.beta.,16.alpha.,17-trihydroxy-

Chemical Property of Descinolone

Chemical Property:

• Vapor Pressure: 3.97E-14mmHg at 25°C
• Boiling Point: 544.5°Cat760mmHg
• Flash Point: 283.1°C
• PSA: 94.83000
• Density: 1.35g/cm³
• LogP: 1.64810
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 378.18425212
• Heavy Atom Count: 27
• Complexity: 789

Purity/Quality:

99% ^*data from raw suppliers

DESCINOLONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1(C(CC2C1(CC(C3(C2CCC4=CC(=O)C=CC43C)F)O)C)O)O
• Isomeric SMILES: CC(=O)[C@]1([C@@H](C[C@@H]2[C@@]1(C[C@@H]([C@]3([C@H]2CCC4=CC(=O)C=C[C@@]43C)F)O)C)O)O

Technology Process of Descinolone

There total 19 articles about Descinolone 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:

9-fluoro-11β,16α,17-trihydroxy-pregn-4-ene-3,20-dione (804-79-5) → 9-fluoro-11β,16α,17-trihydroxy-pregna-1,4-diene-3,20-dione (595-52-8)

Guidance literature:

With nocardia corallina;

DOI:10.1021/ja01527a049

Reference yield:

9-fluoro-11β-hydroxy-16α,17-isopropylidenedioxy-pregna-1,4-diene-3,20-dione (2135-14-0) → 9-fluoro-11β,16α,17-trihydroxy-pregna-1,4-diene-3,20-dione (595-52-8)

Guidance literature:

With hydrogenchloride;

DOI:10.1021/ja01527a051

Reference yield:

11α-hydroxy-4,16-dien-pregnan-3,20-dione (21604-24-0) → 9-fluoro-11β,16α,17-trihydroxy-pregna-1,4-diene-3,20-dione (595-52-8)

Guidance literature:

Multi-step reaction with 10 steps

1: KMnO₄

2: hydrochloric acid

3: pyridine

4: acetic acid; sodium acetate

5: oxalic acid diethyl ester; sodium methylate; benzene / Behandeln des nach dem Ansaeuern mit wss. Salzsaeure erhaltenen Reaktionsprudukts mit Kaliumacetat in Methanol und mit Brom in Tetrachlormethan

6: 2,4,6-trimethyl-pyridine

7: aqueous dioxane; N-bromo-acetamide; aqueous perchloric acid

8: ethanol; potassium acetate

9: dichloromethane; tetrahydrofuran; hydrogen fluoride

10: aqueous methanol.HCl

With tetrahydrofuran; 1,4-dioxane; pyridine; 2,4,6-trimethyl-pyridine; hydrogenchloride; potassium permanganate; perchloric acid; ethanol; dichloromethane; hydrogen fluoride; sodium methylate; potassium acetate; sodium acetate; acetic acid; oxalic acid diethyl ester; benzene; N-bromoacetamide;

DOI:10.1021/ja01527a051

upstream raw materials:

9-fluoro-11β,16α,17-trihydroxy-pregn-4-ene-3,20-dione

9-fluoro-11β-hydroxy-16α,17-isopropylidenedioxy-pregna-1,4-diene-3,20-dione

hydrogenchloride

11α-hydroxy-4,16-dien-pregnan-3,20-dione

Downstream raw materials:

9-fluoro-11β-hydroxy-16α,17-isopropylidenedioxy-pregna-1,4-diene-3,20-dione