2-{2-(4-fluorophenyl)-4-[3-(4-fluorophenyl)-3-hydroxypropyl]-3,4-dihydro-2H-pyrazol-3-yl}-4H-oxazol-5-one

Base Information

• Chemical Name: 2-{2-(4-fluorophenyl)-4-[3-(4-fluorophenyl)-3-hydroxypropyl]-3,4-dihydro-2H-pyrazol-3-yl}-4H-oxazol-5-one
• CAS No.: 869588-35-2
• Molecular Formula: C₂₇H₃₃F₂N₃O₃Si
• Molecular Weight: 513.66
• Mol file: 869588-35-2.mol

Synonyms:2-{2-(4-fluorophenyl)-4-[3-(4-fluorophenyl)-3-hydroxypropyl]-3,4-dihydro-2H-pyrazol-3-yl}-4H-oxazol-5-one

Chemical Property of 2-{2-(4-fluorophenyl)-4-[3-(4-fluorophenyl)-3-hydroxypropyl]-3,4-dihydro-2H-pyrazol-3-yl}-4H-oxazol-5-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-{2-(4-fluorophenyl)-4-[3-(4-fluorophenyl)-3-hydroxypropyl]-3,4-dihydro-2H-pyrazol-3-yl}-4H-oxazol-5-one

There total 10 articles about 2-{2-(4-fluorophenyl)-4-[3-(4-fluorophenyl)-3-hydroxypropyl]-3,4-dihydro-2H-pyrazol-3-yl}-4H-oxazol-5-one 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: 39.0%

{[4-[3-(tert-butyl-dimethyl-silanyloxy)-3-(4-fluoro-phenyl)-propyl]-2-(4-fluoro-phenyl)-3,4-dihydro-2H-pyrazole-3-carbonyl]-amino}-acetic acid (869588-34-1) → 2-{2-(4-fluorophenyl)-4-[3-(4-fluorophenyl)-3-hydroxypropyl]-3,4-dihydro-2H-pyrazol-3-yl}-4H-oxazol-5-one (869588-35-2)

Guidance literature:

With Chxx-N=C=N-(CH₂)2-(N⁽¹⁺⁾(Me)(CH₂CH₂)O)*TsO^(1-); In dichloromethane; for 2h; Heating;

DOI:10.1039/b510100j

Reference yield:

4-benzyloxy-1-(4-fluorophenyl)but-2-yn-1-ol (869588-29-4) → 2-{2-(4-fluorophenyl)-4-[3-(4-fluorophenyl)-3-hydroxypropyl]-3,4-dihydro-2H-pyrazol-3-yl}-4H-oxazol-5-one (869588-35-2)

Guidance literature:

Multi-step reaction with 9 steps

1.1: imidazole / dimethylformamide / 3.5 h

2.1: Na₂CO₃; H₂ / Pd/C / ethanol / 19 h

3.1: 3.643 g / H₂ / Pd/C / ethanol / 2.25 h

4.1: 80 percent / Dess-Martin periodinane / CH₂Cl₂ / 1.5 h / 20 °C

5.1: 71 percent / DBU; LiCl / acetonitrile / 2.5 h / 20 °C

6.1: toluene; hexane / 64 h / 20 °C

6.2: 84 percent / TFA / CH₂Cl₂ / 0.33 h

7.1: Mg; I₂ / diethyl ether / 1.33 h

7.2: BiCl₃ / diethyl ether / 4 h / Heating

7.3: 320.8 mg / Cu(OAc)2; Et₃N / CH₂Cl₂ / 12.5 h / 20 °C

8.1: 75 percent / KCN / methanol / 19 h / 50 °C

9.1: 39 percent / Chxx-N=C=N-(CH₂)2-(N⁽¹⁺⁾(Me)(CH₂CH₂)O)*TsO^(1-) / CH₂Cl₂ / 2 h / Heating

With 1H-imidazole; potassium cyanide; hydrogen; iodine; sodium carbonate; Dess-Martin periodane; magnesium; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride; palladium on activated charcoal; In methanol; diethyl ether; ethanol; hexane; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile; 4.1: Dess-Martin oxidation / 5.1: Horner-Wadsworth-Emmons olefination;

DOI:10.1039/b510100j

Reference yield:

[4-benzyloxy-1-(4-fluoro-phenyl)-but-2-ynyloxy]-tert-butyl-dimethyl-silane → 2-{2-(4-fluorophenyl)-4-[3-(4-fluorophenyl)-3-hydroxypropyl]-3,4-dihydro-2H-pyrazol-3-yl}-4H-oxazol-5-one (869588-35-2)

Guidance literature:

Multi-step reaction with 8 steps

1.1: Na₂CO₃; H₂ / Pd/C / ethanol / 19 h

2.1: 3.643 g / H₂ / Pd/C / ethanol / 2.25 h

3.1: 80 percent / Dess-Martin periodinane / CH₂Cl₂ / 1.5 h / 20 °C

4.1: 71 percent / DBU; LiCl / acetonitrile / 2.5 h / 20 °C

5.1: toluene; hexane / 64 h / 20 °C

5.2: 84 percent / TFA / CH₂Cl₂ / 0.33 h

6.1: Mg; I₂ / diethyl ether / 1.33 h

6.2: BiCl₃ / diethyl ether / 4 h / Heating

6.3: 320.8 mg / Cu(OAc)2; Et₃N / CH₂Cl₂ / 12.5 h / 20 °C

7.1: 75 percent / KCN / methanol / 19 h / 50 °C

8.1: 39 percent / Chxx-N=C=N-(CH₂)2-(N⁽¹⁺⁾(Me)(CH₂CH₂)O)*TsO^(1-) / CH₂Cl₂ / 2 h / Heating

With potassium cyanide; hydrogen; iodine; sodium carbonate; Dess-Martin periodane; magnesium; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride; palladium on activated charcoal; In methanol; diethyl ether; ethanol; hexane; dichloromethane; toluene; acetonitrile; 3.1: Dess-Martin oxidation / 4.1: Horner-Wadsworth-Emmons olefination;

DOI:10.1039/b510100j

upstream raw materials:

{[4-[3-(tert-butyl-dimethyl-silanyloxy)-3-(4-fluoro-phenyl)-propyl]-2-(4-fluoro-phenyl)-3,4-dihydro-2H-pyrazole-3-carbonyl]-amino}-acetic acid

4-(tert-butyl-dimethyl-silanyloxy)-4-(4-fluoro-phenyl)-butyraldehyde

4-benzyloxy-1-(4-fluorophenyl)but-2-yn-1-ol

4-(tert-butyldimethylsilanyloxy)-4-(4-fluorophenyl)butan-1-ol

Downstream raw materials:

benzenesulfonic acid 2-[4-[3-(tert-butyl-dimethyl-silanyloxy)-3-(4-fluoro-phenyl)-propyl]-2-(4-fluoro-phenyl)-3,4-dihydro-2H-pyrazol-3-yl]-oxazol-5-yl ester