6alpha-Fluoroprednisolone-21-acetate

Base Information

• Chemical Name: 6alpha-Fluoroprednisolone-21-acetate
• CAS No.: 570-36-5
• Deprecated CAS: 101677-49-0
• Molecular Formula: C23H29FO6
• Molecular Weight: 420.478
• European Community (EC) Number: 209-330-1
• UNII: 5YEO81H7EG
• DSSTox Substance ID: DTXSID90205608
• Nikkaji Number: J188.436K
• Wikidata: Q27263051
• Metabolomics Workbench ID: 154997
• Mol file: 570-36-5.mol

Synonyms:570-36-5;6alpha-Fluoroprednisolone-21-acetate;fluprednisolone acetate;6alpha-Fluoroprednisolone acetate;EINECS 209-330-1;[2-[(6S,8S,9S,10R,11S,13S,14S,17R)-6-fluoro-11,17-dihydroxy-10,13-dimethyl-3-oxo-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-yl]-2-oxoethyl] acetate;UNII-5YEO81H7EG;5YEO81H7EG;6alpha-Fluoro-11beta,17,21-trihydroxypregna-1,4-diene-3,20-dione 21-acetate;SCHEMBL3688125;DTXSID90205608;AKOS025401949;DB14637;FLUPREDNISOLONE ACETATE [WHO-DD];AC-27496;Q27263051;21-Acetoxy-6alpha-fluoro-11beta,17-dihydroxypregna-1,4-diene-3,20-dione;6.ALPHA.-FLUORO-11.BETA.,17,21-TRIHYDROXYPREGNA-1,4-DIENE-3,20-DIONE 21-ACETATE

Chemical Property of 6alpha-Fluoroprednisolone-21-acetate

Chemical Property:

• Vapor Pressure: 6.04E-16mmHg at 25°C
• Refractive Index: 1.575
• Boiling Point: 581.5 °C at 760 mmHg
• Flash Point: 305.5 °C
• PSA: 100.90000
• Density: 1.32g/cm³
• LogP: 2.07640
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 4
• Exact Mass: 420.19481680
• Heavy Atom Count: 30
• Complexity: 864

Purity/Quality:

99%, ^*data from raw suppliers

6ALPHA-FLUPREDNISOLONE ACETATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OCC(=O)C1(CCC2C1(CC(C3C2CC(C4=CC(=O)C=CC34C)F)O)C)O
• Isomeric SMILES: CC(=O)OCC(=O)[C@]1(CC[C@@H]2[C@@]1(C[C@@H]([C@H]3[C@H]2C[C@@H](C4=CC(=O)C=C[C@]34C)F)O)C)O

Technology Process of 6alpha-Fluoroprednisolone-21-acetate

There total 13 articles about 6alpha-Fluoroprednisolone-21-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:

21-acetoxy-6α-fluoro-11β,17-dihydroxy-pregn-4-ene-3,20-dione (1058-55-5) → 21-acetoxy-6α-fluoro-11β,17-dihydroxy-pregna-1,4-diene-3,20-dione (570-36-5)

Guidance literature:

With selenium(IV) oxide;

DOI:10.1016/0040-4020(59)80061-2

Reference yield:

17α,21-diacetoxy-5α,6-oxide-3,3-ethylenedioxypregnan-20-one (106545-20-4) → 21-acetoxy-6α-fluoro-11β,17-dihydroxy-pregna-1,4-diene-3,20-dione (570-36-5)

Guidance literature:

Multi-step reaction with 6 steps

1: boron fluoride; diethyl ether; benzene

2: toluene-4-sulfonic acid

3: HCl; acetic acid

4: methanol.KOH

5: durch Inkubation mit Rinder-Nebennieren-Suspension und anschliessender Acetylierung

6: SeO₂

With hydrogenchloride; potassium hydroxide; selenium(IV) oxide; diethyl ether; boron trifluoride; toluene-4-sulfonic acid; acetic acid; benzene;

DOI:10.1016/0040-4020(59)80061-2

Reference yield:

17,21-diacetoxy-4-pregnene-3,20-dione (1807-15-4) → 21-acetoxy-6α-fluoro-11β,17-dihydroxy-pregna-1,4-diene-3,20-dione (570-36-5)

Guidance literature:

Multi-step reaction with 8 steps

1: toluene-4-sulfonic acid / Entfernen des entstehenden Butanons

2: chloroform; monoperoxyphthalic acid; diethyl ether

3: boron fluoride; diethyl ether; benzene

4: toluene-4-sulfonic acid

5: HCl; acetic acid

6: methanol.KOH

7: durch Inkubation mit Rinder-Nebennieren-Suspension und anschliessender Acetylierung

8: SeO₂

With hydrogenchloride; potassium hydroxide; selenium(IV) oxide; monoperoxyphthalic acid; diethyl ether; chloroform; boron trifluoride; toluene-4-sulfonic acid; acetic acid; benzene;

DOI:10.1016/0040-4020(59)80061-2

upstream raw materials:

21-acetoxy-6α-fluoro-11β,17-dihydroxy-pregn-4-ene-3,20-dione

17α,21-diacetoxy-5α,6-oxide-3,3-ethylenedioxypregnan-20-one

17,21-diacetoxy-4-pregnene-3,20-dione

21-acetoxy-6β-fluoro-5,11β,17-trihydroxy-5α-pregnane-3,20-dione

Refernces