1-<(1R,2S)-2-(2,4-difluorophenyl)-2-hydroxy-3-(isopropoxydimethylsilyl)-1-methylpropyl>-3-<4-(2,2,3,3-tetrafluoropropoxy)phenyl>-2(1H,3H)imidazolone

Base Information

• Chemical Name: 1-<(1R,2S)-2-(2,4-difluorophenyl)-2-hydroxy-3-(isopropoxydimethylsilyl)-1-methylpropyl>-3-<4-(2,2,3,3-tetrafluoropropoxy)phenyl>-2(1H,3H)imidazolone
• CAS No.: 174562-99-3
• Molecular Formula: C₂₇H₃₂F₆N₂O₄Si
• Molecular Weight: 590.638

Synonyms:1-<(1R,2S)-2-(2,4-difluorophenyl)-2-hydroxy-3-(isopropoxydimethylsilyl)-1-methylpropyl>-3-<4-(2,2,3,3-tetrafluoropropoxy)phenyl>-2(1H,3H)imidazolone

Chemical Property of 1-<(1R,2S)-2-(2,4-difluorophenyl)-2-hydroxy-3-(isopropoxydimethylsilyl)-1-methylpropyl>-3-<4-(2,2,3,3-tetrafluoropropoxy)phenyl>-2(1H,3H)imidazolone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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Technology Process of 1-<(1R,2S)-2-(2,4-difluorophenyl)-2-hydroxy-3-(isopropoxydimethylsilyl)-1-methylpropyl>-3-<4-(2,2,3,3-tetrafluoropropoxy)phenyl>-2(1H,3H)imidazolone

There total 6 articles about 1-<(1R,2S)-2-(2,4-difluorophenyl)-2-hydroxy-3-(isopropoxydimethylsilyl)-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:

chloromethylisopropoxydimethylsilane (18171-11-4) + 1-<(1R)-2-(2,4-difluorophenyl)-2-oxo-1-methylethyl>-3-<4-(2,2,3,3-tetrafluoropropoxy)phenyl>-2(1H,3H)-imidazolone (174563-19-0) → 1-<(1R,2S)-2-(2,4-difluorophenyl)-2-hydroxy-3-(isopropoxydimethylsilyl)-1-methylpropyl>-3-<4-(2,2,3,3-tetrafluoropropoxy)phenyl>-2(1H,3H)imidazolone (174562-99-3)

Guidance literature:

With magnesium; methyl iodide; Yield given; Multistep reaction; 1.) THF, from 45 deg C to 50 deg C, 3 h, 2.) THF, 0 deg C, 20 min;

DOI:10.1248/cpb.47.360

Reference yield:

benzyl (2R)-2-<3-<4-(2,2,3,3-tetrafluoropropoxy)phenyl>-2,3-dihydro-2-oxo-1H-imidazol-1-yl>propanoate (174563-12-3) → 1-<(1R,2S)-2-(2,4-difluorophenyl)-2-hydroxy-3-(isopropoxydimethylsilyl)-1-methylpropyl>-3-<4-(2,2,3,3-tetrafluoropropoxy)phenyl>-2(1H,3H)imidazolone (174562-99-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 81 percent / H₂ / 10 percent Pd/C / ethanol / 760 Torr / Ambient temperature

2: (COCl)2, DMF / CH₂Cl₂ / 2 h / Ambient temperature

3: AlCl₃ / CH₂Cl₂ / 8 h / Heating

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

With aluminium trichloride; oxalyl dichloride; hydrogen; magnesium; N,N-dimethyl-formamide; methyl iodide; palladium on activated charcoal; In ethanol; dichloromethane;

DOI:10.1248/cpb.47.360

Reference yield:

(2S)-2',4'-Difluoro-2-hydroxypropiophenone (126918-14-7) → 1-<(1R,2S)-2-(2,4-difluorophenyl)-2-hydroxy-3-(isopropoxydimethylsilyl)-1-methylpropyl>-3-<4-(2,2,3,3-tetrafluoropropoxy)phenyl>-2(1H,3H)imidazolone (174562-99-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 88 percent / i-Pr₂NEt / CH₂Cl₂ / 0.5 h / -30 °C

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

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

With 1-methyl-pyrrolidin-2-one; sodium hydride; magnesium; N-ethyl-N,N-diisopropylamine; methyl iodide; In dichloromethane;

DOI:10.1248/cpb.47.360

upstream raw materials:

chloromethylisopropoxydimethylsilane

1-<(1R)-2-(2,4-difluorophenyl)-2-oxo-1-methylethyl>-3-<4-(2,2,3,3-tetrafluoropropoxy)phenyl>-2(1H,3H)-imidazolone

(2S)-2',4'-Difluoro-2-hydroxypropiophenone

(2S)-2',4'-difluoro-2-trifluoromethanesulfonyloxypropiophenone

Downstream raw materials:

1-<(1R,2S)-2-(2,4-difluorophenyl)-2,3-dihydroxy-1-methylpropyl>-3-<4-(2,2,3,3-tetrafluoropropoxy)phenyl>-2(1H,3H)-imidazolone

1-[(1R,2R)-2-(2,4-Difluorophenyl)-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-(2,4-difluorophenyl)-2-hydroxy-3-methanesulfonyloxy-1-methylpropyl>-3-<4-(2,2,3,3-tetrafluoropropoxy)phenyl>-2(1H,3H)-imidazolone

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