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

Base Information

• Chemical Name: 1-<(1R,2S)-2-(2-fluorophenyl)-2-hydroxy-3-methanesulfonyloxy-1-methylpropyl>-3-<4-(2,2,3,3-tetrafluoropropoxy)phenyl>-2-imidazolidinone
• CAS No.: 174563-27-0
• Molecular Formula: C₂₃H₂₅F₅N₂O₆S
• Molecular Weight: 552.519
• Mol file: 174563-27-0.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 8 articles about 1-<(1R,2S)-2-(2-fluorophenyl)-2-hydroxy-3-methanesulfonyloxy-1-methylpropyl>-3-<4-(2,2,3,3-tetrafluoropropoxy)phenyl>-2-imidazolidinone 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: 100.0%

methanesulfonyl chloride (124-63-0) + 1-<(1R,2S)-2-(2-fluorophenyl)-2,3-dihydroxy-1-methylpropyl>-3-<4-(2,2,3,3-tetrafluoropropoxy)phenyl>-2-imidazolidinone (174563-07-6) → 1-<(1R,2S)-2-(2-fluorophenyl)-2-hydroxy-3-methanesulfonyloxy-1-methylpropyl>-3-<4-(2,2,3,3-tetrafluoropropoxy)phenyl>-2-imidazolidinone (174563-27-0)

Guidance literature:

With triethylamine; In ethyl acetate; at 0 ℃; for 0.5h;

DOI:10.1248/cpb.47.360

Reference yield:

Metanesulfonyl chloride + 1-<(1R,2S)-2-(2-fluorophenyl)-2,3-dihydroxy-1-methylpropyl>-3-<4-(2,2,3,3-tetrafluoropropoxy)phenyl>-2-imidazolidinone (174563-07-6) → 1-<(1R,2S)-2-(2-fluorophenyl)-2-hydroxy-3-methanesulfonyloxy-1-methylpropyl>-3-<4-(2,2,3,3-tetrafluoropropoxy)phenyl>-2-imidazolidinone (174563-27-0)

Guidance literature:

With triethylamine; In ethyl acetate;

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-hydroxy-3-methanesulfonyloxy-1-methylpropyl>-3-<4-(2,2,3,3-tetrafluoropropoxy)phenyl>-2-imidazolidinone (174563-27-0)

Guidance literature:

Multi-step reaction with 7 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

6: 20 percent / H₂, AcOH / 10 percent Pd/C / 3 h / 50 °C / 760 Torr

7: 100 percent / Et₃N / ethyl acetate / 0.5 h / 0 °C

With 1-methyl-pyrrolidin-2-one; hydrogen; dihydrogen peroxide; pyridinium p-toluenesulfonate; sodium hydride; sodium hydrogencarbonate; magnesium; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; methyl iodide; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; ethyl acetate;

DOI:10.1248/cpb.47.360

upstream raw materials:

methanesulfonyl chloride

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

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

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