1-[(1R,2S)-2-(2-fluorophenyl)-2,3-dihydroxy-1-methylpropyl]-3-[4-(2,2,3,3-tetrafluoropropoxy)phenyl]-2(1H,3H)-imidazolone

Base Information

• Chemical Name: 1-[(1R,2S)-2-(2-fluorophenyl)-2,3-dihydroxy-1-methylpropyl]-3-[4-(2,2,3,3-tetrafluoropropoxy)phenyl]-2(1H,3H)-imidazolone
• CAS No.: 174563-04-3
• Molecular Formula: C₂₂H₂₁F₅N₂O₄
• Molecular Weight: 472.412
• Mol file: 174563-04-3.mol

Synonyms:1-[(1R,2S)-2-(2-fluorophenyl)-2,3-dihydroxy-1-methylpropyl]-3-[4-(2,2,3,3-tetrafluoropropoxy)phenyl]-2(1H,3H)-imidazolone

Chemical Property of 1-[(1R,2S)-2-(2-fluorophenyl)-2,3-dihydroxy-1-methylpropyl]-3-[4-(2,2,3,3-tetrafluoropropoxy)phenyl]-2(1H,3H)-imidazolone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-[(1R,2S)-2-(2-fluorophenyl)-2,3-dihydroxy-1-methylpropyl]-3-[4-(2,2,3,3-tetrafluoropropoxy)phenyl]-2(1H,3H)-imidazolone

There total 6 articles about 1-[(1R,2S)-2-(2-fluorophenyl)-2,3-dihydroxy-1-methylpropyl]-3-[4-(2,2,3,3-tetrafluoropropoxy)phenyl]-2(1H,3H)-imidazolone 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: 89.0%

1-[(1R,2S)-2-(2-fluorophenyl)-2-hydroxy-3-(isopropoxydimethylsilyl)-1-methylpropyl]-3-[4-(2,2,3,3-tetrafluoropropoxy)phenyl]-2(1H,3H)-imidazolone (174563-03-2) → 1-[(1R,2S)-2-(2-fluorophenyl)-2,3-dihydroxy-1-methylpropyl]-3-[4-(2,2,3,3-tetrafluoropropoxy)phenyl]-2(1H,3H)-imidazolone (174563-04-3)

Guidance literature:

With dihydrogen peroxide; sodium hydrogencarbonate; In tetrahydrofuran; methanol; at 70 - 80 ℃; for 1.5h;

DOI:10.1248/cpb.47.360

Reference yield: 72.0%

→ 1-[(1R,2S)-2-(2-fluorophenyl)-2,3-dihydroxy-1-methylpropyl]-3-[4-(2,2,3,3-tetrafluoropropoxy)phenyl]-2(1H,3H)-imidazolone (174563-04-3)

Guidance literature:

Reference yield:

(2S)-2'-fluoro-2-(3,4,5,6-tetrahydro-2H-pyran-2-yloxy)-propiophenone (174951-49-6) → 1-[(1R,2S)-2-(2-fluorophenyl)-2,3-dihydroxy-1-methylpropyl]-3-[4-(2,2,3,3-tetrafluoropropoxy)phenyl]-2(1H,3H)-imidazolone (174563-04-3)

Guidance literature:

Multi-step reaction with 5 steps

1: 97 percent / pyridinium p-toluenesulfonate / ethanol / 2.5 h / 55 °C

2: 88 percent / i-Pr₂NEt / CH₂Cl₂ / 0.5 h / -30 °C

3: 1.) NaH, 1-methyl-2-pyrrolidone / 1.) RT, 15 min, 2.) THF, -20 deg C, 10 min

4: 1.) Mg, MeI / 1.) THF, from 45 deg C to 50 deg C, 3 h, 2.) THF, 0 deg C, 20 min

5: 89 percent / 30 percent aq. H₂O₂, NaHCO₃ / methanol; tetrahydrofuran / 1.5 h / 70 - 80 °C

With 1-methyl-pyrrolidin-2-one; dihydrogen peroxide; pyridinium p-toluenesulfonate; sodium hydride; sodium hydrogencarbonate; magnesium; N-ethyl-N,N-diisopropylamine; methyl iodide; In tetrahydrofuran; methanol; ethanol; dichloromethane;

DOI:10.1248/cpb.47.360

upstream raw materials:

1-[(1R,2S)-2-(2-fluorophenyl)-2-hydroxy-3-(isopropoxydimethylsilyl)-1-methylpropyl]-3-[4-(2,2,3,3-tetrafluoropropoxy)phenyl]-2(1H,3H)-imidazolone

(2S)-2'-fluoro-2-(3,4,5,6-tetrahydro-2H-pyran-2-yloxy)-propiophenone

(S)-1-(2-Fluorophenyl)-2-hydroxypropanone

(2S)-2'-fluoro-2-trifluoromethanesulfonyloxypropiophenone

Downstream raw materials:

1-<(1R,2S)-2-(2-fluorophenyl)-2-hydroxy-3-methanesulfonyloxy-1-methylpropyl>-3-<4-(2,2,3,3-tetrafluoropropoxy)phenyl>-2-imidazolidinone

1-[(1R,2R)-2-(2-fluorophenyl)-2-hydroxy-1-methyl-3-(1H-1,2,4-triazol-1-yl)propyl]-3-[4-(2,2,3,3-tetrafluoropropoxy)phenyl]-2(1H,3H)-imidazolone

1-<(1R,2S)-2-(2-fluorophenyl)-2,3-dihydroxy-1-methylpropyl>-3-<4-(2,2,3,3-tetrafluoropropoxy)phenyl>-2-imidazolidinone

1-[(1R,2S)-2-(2-fluorophenyl)-2-hydroxy-3-methanesulfonyloxy-1-methylpropyl]-3-[4-(2,2,3,3-tetrafluoropropoxy)phenyl]-2(1H,3H)-imidazolone