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

Base Information

Chemical Name: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
CAS No.:174563-20-3
Molecular Formula:C₂₃H₂₂F₆N₂O₆S
Molecular Weight:568.494
Hs Code.:

Synonyms: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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Chemical Property of 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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Technology Process of 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

There total 8 articles about 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 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: 91.0%

: 124-63-0
methanesulfonyl chloride

: 174563-00-9
1-<(1R,2S)-2-(2,4-difluorophenyl)-2,3-dihydroxy-1-methylpropyl>-3-<4-(2,2,3,3-tetrafluoropropoxy)phenyl>-2(1H,3H)-imidazolone

: 174563-20-3
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

Guidance literature:: With triethylamine; In ethyl acetate; at 0 ℃; for 0.5h;
DOI:10.1248/cpb.47.360

Reference yield:

: 174563-12-3
benzyl (2R)-2-<3-<4-(2,2,3,3-tetrafluoropropoxy)phenyl>-2,3-dihydro-2-oxo-1H-imidazol-1-yl>propanoate

: 174563-20-3
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

Guidance literature:: Multi-step reaction with 6 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

5: 78 percent / 30 percent aq. H₂O₂, NaHCO₃ / methanol; tetrahydrofuran / 1.5 h / 70 - 80 °C

6: 91 percent / Et₃N / ethyl acetate / 0.5 h / 0 °C

With aluminium trichloride; oxalyl dichloride; hydrogen; dihydrogen peroxide; sodium hydrogencarbonate; magnesium; triethylamine; N,N-dimethyl-formamide; methyl iodide; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; ethyl acetate;
DOI:10.1248/cpb.47.360

Reference yield:

: 126918-14-7
(2S)-2',4'-Difluoro-2-hydroxypropiophenone

: 174563-20-3
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

Guidance literature:: Multi-step reaction with 5 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

4: 78 percent / 30 percent aq. H₂O₂, NaHCO₃ / methanol; tetrahydrofuran / 1.5 h / 70 - 80 °C

5: 91 percent / Et₃N / ethyl acetate / 0.5 h / 0 °C

With 1-methyl-pyrrolidin-2-one; dihydrogen peroxide; sodium hydride; sodium hydrogencarbonate; magnesium; triethylamine; N-ethyl-N,N-diisopropylamine; methyl iodide; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate;
DOI:10.1248/cpb.47.360