6alpha-Fluoro-17-hydroxy progesterone acetate

Base Information

• Chemical Name: 6alpha-Fluoro-17-hydroxy progesterone acetate
• CAS No.: 336-78-7
• Molecular Formula: C23H31FO4
• Molecular Weight: 390.4882
• NSC Number: 26385
• UNII: 68387G972U
• Nikkaji Number: J66.985G
• Wikidata: Q27148949
• Mol file: 336-78-7.mol

Synonyms:NSC-26385;336-78-7;68387G972U;6alpha-Fluoro-17-hydroxy progesterone acetate;UNII-68387G972U;Progesterone, 6alpha-fluoro-17-hydroxy-, acetate;(6alpha)-17-(Acetyloxy)-6-fluoropregn-4-ene-3,20-dione;Pregn-4-ene-3,20-dione, 17-(acetyloxy)-6-fluoro-, (6alpha)-;NIOSH/TU5024300;CHEBI:79812;NSC26385;6-alpha-Fluoro-17-alpha-acetoxyprogesterone;TU50243000;6.alpha.-Fluoro-17-hydroxyprogesterone, acetate;Progesterone, 6.alpha.-fluoro-17-hydroxy-, acetate;Q27148949;6.ALPHA.-FLUORO-17-HYDROXY PROGESTERONE ACETATE;6alpha-Fluoro-17-hydroxypregn-4-ene-3,20-dione acetate;Pregn-4-ene-3, 6.alpha.-fluoro-17-hydroxy-, acetate;Pregn-4-ene-3, 17-(acetyloxy)-6-fluoro-, (6.alpha.)-;6-alpha-Fluoro-17-alpha-hydroxypregn-4-ene-3,20-dione acetate;Pregn-4-ene-3,20-dione, 17-(acetyloxy)-6-fluoro-, (6.alpha.)-;Pregn-4-ene-3,20-dione, 6-alpha-fluoro-17-alpha-hydroxy-, acetate;(6.ALPHA.)-17-(ACETYLOXY)-6-FLUOROPREGN-4-ENE-3,20-DIONE

Chemical Property of 6alpha-Fluoro-17-hydroxy progesterone acetate

Chemical Property:

• Vapor Pressure: 7.84E-10mmHg at 25°C
• Boiling Point: 492.2°Cat760mmHg
• Flash Point: 242.4°C
• Density: 1.18g/cm³
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 390.22063763
• Heavy Atom Count: 28
• Complexity: 773

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)C1(CCC2C1(CCC3C2CC(C4=CC(=O)CCC34C)F)C)OC(=O)C
• Isomeric SMILES: CC(=O)[C@]1(CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2C[C@@H](C4=CC(=O)CC[C@]34C)F)C)OC(=O)C

Technology Process of 6alpha-Fluoro-17-hydroxy progesterone acetate

There total 12 articles about 6alpha-Fluoro-17-hydroxy progesterone acetate 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-acetoxy-6β-fluoro-5-hydroxy-5α-pregnane-3,20-dione (2821-06-9) → 17α-acetoxy-6α-fluoropregn-4-ene-3,20-dione (336-78-7)

Guidance literature:

With hydrogenchloride;

DOI:10.1021/ja01531a035

Reference yield:

17-acetoxy-6β-fluoro-3β,5-dihydroxy-5α-pregnan-20-one (1813-06-5) → 17α-acetoxy-6α-fluoropregn-4-ene-3,20-dione (336-78-7)

Guidance literature:

Multi-step reaction with 2 steps

1: CrO₃; acetone

2: HCl

With chromium(VI) oxide; hydrogenchloride; acetone;

DOI:10.1021/ja01531a035

Reference yield:

17-acetoxy-3β-formyloxy-pregn-5-en-20-one (83984-86-5) → 17α-acetoxy-6α-fluoropregn-4-ene-3,20-dione (336-78-7)

Guidance literature:

Multi-step reaction with 5 steps

1: methanol. KOH

2: chloroform; monoperoxyphthalic acid; diethyl ether

3: ether BF₃

4: CrO₃; acetone

5: HCl

With chromium(VI) oxide; hydrogenchloride; potassium hydroxide; monoperoxyphthalic acid; diethyl ether; chloroform; boron trifluoride diethyl etherate; acetone;

DOI:10.1021/ja01531a035

upstream raw materials:

17-acetoxy-6β-fluoro-5-hydroxy-5α-pregnane-3,20-dione

17-acetoxy-6β-fluoro-3β,5-dihydroxy-5α-pregnan-20-one

17-acetoxy-3β-formyloxy-pregn-5-en-20-one

pregn-5-ene-3β,17α-diol-20-one 17-acetate

Downstream raw materials:

6-Fluor-6-dehydro-17α-acetoxy-progesteron