9alpha-Fluoro-6alpha-methylprednisolone 21-acetate

Base Information

• Chemical Name: 9alpha-Fluoro-6alpha-methylprednisolone 21-acetate
• CAS No.: 432-33-7
• Molecular Formula: C24H31FO6
• Molecular Weight: 434.505
• NSC Number: 63549
• UNII: WGW384PW2A
• DSSTox Substance ID: DTXSID201128803
• Nikkaji Number: J2.788.578K
• Wikidata: Q27116128
• Metabolomics Workbench ID: 126007
• ChEMBL ID: CHEMBL1990679
• Mol file: 432-33-7.mol

Synonyms:432-33-7;WGW384PW2A;NSC 63549;UNII-WGW384PW2A;9alpha-Fluoro-6alpha-methylprednisolone 21-acetate;CHEBI:34519;6alpha-Methyl-9alpha-fluoroprednisolone 21-acetate;NSC-63549;9-Fluoro-11,17-dihydroxy-6-methyl-3,20-dioxopregna-1,4-dien-21-yl acetate;NSC63549;MLS002693439;Prednisolone, acetate;CHEMBL1990679;DTXSID201128803;NCI60_011830;Q27116128;PREDNISOLONE,9-FLUORO-6.ALPHA.-METHYL-,ACETATE;6.ALPHA.-METHYL-9.ALPHA.-FLUOROPREDNISOLONE 21-ACETATE;6.ALPHA.-METHYL-9.ALPHA.-FLUOROPREDNISOLONE-21-ACETATE;9.ALPHA.-FLUORO-6.ALPHA.-METHYLPREDNISOLONE 21-ACETATE;Pregna-1,20-dione, 9-fluoro-11.beta.,17,21-trihydroxy-6.alpha.-methyl-, 21-acetate;(6alpha,11beta)-21-(Acetyloxy)-9-fluoro-11,17-dihydroxy-6-methylpregna-1,4-diene-3,20-dione;PREGNA-1,4-DIENE-3,20-DIONE, 21-(ACETYLOXY)-9-FLUORO-11,17-DIHYDROXY-6-METHYL-, (6.ALPHA.,11.BETA.)-

Chemical Property of 9alpha-Fluoro-6alpha-methylprednisolone 21-acetate

Chemical Property:

• Vapor Pressure: 7.75E-16mmHg at 25°C
• Boiling Point: 579.4°C at 760 mmHg
• Flash Point: 304.2°C
• PSA: 100.90000
• Density: 1.3g/cm³
• LogP: 2.46650
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 4
• Exact Mass: 434.21046687
• Heavy Atom Count: 31
• Complexity: 910

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1CC2C3CCC(C3(CC(C2(C4(C1=CC(=O)C=C4)C)F)O)C)(C(=O)COC(=O)C)O
• Isomeric SMILES: C[C@H]1C[C@H]2[C@@H]3CC[C@@]([C@]3(C[C@@H]([C@@]2([C@@]4(C1=CC(=O)C=C4)C)F)O)C)(C(=O)COC(=O)C)O

Technology Process of 9alpha-Fluoro-6alpha-methylprednisolone 21-acetate

There total 6 articles about 9alpha-Fluoro-6alpha-methylprednisolone 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:

→ Acetic acid 2-((6S,9R,17R)-9-fluoro-11,17-dihydroxy-6,10,13-trimethyl-3-oxo-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxo-ethyl ester (432-33-7)

Guidance literature:

Epoxid (VI), HF;

Reference yield:

21-acetoxy-9,11β-epoxy-17-hydroxy-6α-methyl-9β-pregna-1,4-diene-3,20-dione (115322-26-4) → 21-acetoxy-9-fluoro-11β,17-dihydroxy-6α-methyl-pregna-1,4-diene-3,20-dione (432-33-7)

Guidance literature:

With dichloromethane; hydrogen fluoride; water;

Reference yield:

21-acetoxy-9-bromo-11β,17-dihydroxy-6α-methyl-pregna-1,4-diene-3,20-dione (93052-90-5) → 21-acetoxy-9-fluoro-11β,17-dihydroxy-6α-methyl-pregna-1,4-diene-3,20-dione (432-33-7)

Guidance literature:

Multi-step reaction with 2 steps

1: acetone; potassium acetate

2: CH₂Cl₂; water; HF

With dichloromethane; hydrogen fluoride; water; potassium acetate; acetone;

upstream raw materials:

21-acetoxy-9,11β-epoxy-17-hydroxy-6α-methyl-9β-pregna-1,4-diene-3,20-dione

2-((6S,10R,13S)-17-hydroxy-6,10,13-trimethyl-3-oxo-6,7,8,10,12,13,14,15,16,17-decahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate

methylprednisolone acetate

21-acetoxy-9-bromo-11β,17-dihydroxy-6α-methyl-pregna-1,4-diene-3,20-dione

Downstream raw materials:

9-fluoro-11β,17,21-trihydroxy-6α-methyl-pregna-1,4-diene-3,20-dione

9,21-difluoro-11β,17-dihydroxy-6α-methyl-pregna-1,4-diene-3,20-dione