6alpha-Fluoro-pregn-4-ene-3,11,20-trione

Base Information

• Chemical Name: 6alpha-Fluoro-pregn-4-ene-3,11,20-trione
• CAS No.: 433-86-3
• Molecular Formula: C₂₁H₂₇FO₃
• Molecular Weight: 346.442
• NSC Number: 59615
• UNII: 76WNL6I9N1
• DSSTox Substance ID: DTXSID90962986
• Nikkaji Number: J2.793.869H
• Wikidata: Q27148967
• ChEMBL ID: CHEMBL3250362
• Mol file: 433-86-3.mol

Synonyms:433-86-3;6alpha-Fluoro-pregn-4-ene-3,11,20-trione;NSC-59615;76WNL6I9N1;UNII-76WNL6I9N1;CHEBI:79829;Progesterone,6alpha-fluoro-11-oxo-;(6S,8S,9S,10R,13S,14S,17S)-17-acetyl-6-fluoro-10,13-dimethyl-2,6,7,8,9,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthrene-3,11-dione;6alpha-Fluoropregn-4-ene-3,11,20-trione;Pregn-4-ene-3,11,20-trione, 6-fluoro-, (6alpha)-;6alpha-Fluoro-11-oxoprogesterone;Progesterone, 6.alpha.-fluoro-11-oxo-;CHEMBL3250362;DTXSID90962986;NSC59615;6-Fluoropregn-4-ene-3,11,20-trione;PROGESTERONE,6.ALPHA.-FLUORO-11-OXO-;Pregn-4-ene-3,20-trione, 6.alpha.-fluoro-;Pregn-4-ene-3,20-trione, 6-fluoro-, (6.alpha.)-;Q27148967;6.ALPHA.-FLUORO-PREGN-4-ENE-3,11,20-TRIONE;Pregn-4-ene-3,11,20-trione, 6-fluoro-, (6.alpha.)-

Chemical Property of 6alpha-Fluoro-pregn-4-ene-3,11,20-trione

Chemical Property:

• Vapor Pressure: 9.88E-10mmHg at 25°C
• Boiling Point: 489.5°Cat760mmHg
• Flash Point: 183.4°C
• PSA: 51.21000
• Density: 1.18g/cm³
• LogP: 3.85050
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 346.19442288
• Heavy Atom Count: 25
• Complexity: 695

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1CCC2C1(CC(=O)C3C2CC(C4=CC(=O)CCC34C)F)C
• Isomeric SMILES: CC(=O)[C@H]1CC[C@@H]2[C@@]1(CC(=O)[C@H]3[C@H]2C[C@@H](C4=CC(=O)CC[C@]34C)F)C

Technology Process of 6alpha-Fluoro-pregn-4-ene-3,11,20-trione

There total 6 articles about 6alpha-Fluoro-pregn-4-ene-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:

17-acetyl-10,13-dimethyl-1,6,7,8,9,10,12,13,14,15,16,17-dodecahydro-2H-cyclopenta[a]phenanthrene-3,11-dione-3,21-diethylene ketal (2302-12-7) → 6α-fluoro-pregn-4-ene-3,11,20-trione (433-86-3)

Guidance literature:

Multi-step reaction with 4 steps

1: chloroform; sodium acetate; peroxyacetic acid

2: HF / nachfolgende Umsetzung mit LiAlH₄ und mit wss.-methanol.H₂SO₄

3: HCl

4: CrO₃; acetic acid

With chromium(VI) oxide; hydrogenchloride; peracetic acid; chloroform; hydrogen fluoride; sodium acetate; acetic acid;

Reference yield:

3,3;20,20-bis-ethanediyldioxy-5,6α-epoxy-5α-pregnan-11-one (54690-56-1) → 6α-fluoro-pregn-4-ene-3,11,20-trione (433-86-3)

Guidance literature:

Multi-step reaction with 3 steps

1: HF / nachfolgende Umsetzung mit LiAlH₄ und mit wss.-methanol.H₂SO₄

2: HCl

3: CrO₃; acetic acid

With chromium(VI) oxide; hydrogenchloride; hydrogen fluoride; acetic acid;

Reference yield:

6α-fluoro-11β-hydroxy-pregn-4-ene-3,20-dione (433-85-2) → 6α-fluoro-pregn-4-ene-3,11,20-trione (433-86-3)

Guidance literature:

With chromium(VI) oxide; acetic acid;

upstream raw materials:

6α-fluoro-11β-hydroxy-pregn-4-ene-3,20-dione

6β-fluoro-pregn-4-ene-3,11,20-trione

6β-fluoro-5,11β-dihydroxy-5α-pregnane-3,20-dione

6β-fluoro-5-hydroxy-5α-pregnane-3,11,20-trione