(2S)-2-({[tert-butyl(dimethyl)silyl]oxy}methyl)-4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydro-1H-pyrrole-1-carbonyl chloride

Base Information

Chemical Name:(2S)-2-({[tert-butyl(dimethyl)silyl]oxy}methyl)-4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydro-1H-pyrrole-1-carbonyl chloride
CAS No.:845256-49-7
Molecular Formula:C₂₄H₂₈ClF₂NO₂Si
Molecular Weight:464.027
Hs Code.:

Synonyms:(2S)-2-({[tert-butyl(dimethyl)silyl]oxy}methyl)-4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydro-1H-pyrrole-1-carbonyl chloride

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Chemical Property of (2S)-2-({[tert-butyl(dimethyl)silyl]oxy}methyl)-4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydro-1H-pyrrole-1-carbonyl chloride

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Technology Process of (2S)-2-({[tert-butyl(dimethyl)silyl]oxy}methyl)-4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydro-1H-pyrrole-1-carbonyl chloride

There total 20 articles about (2S)-2-({[tert-butyl(dimethyl)silyl]oxy}methyl)-4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydro-1H-pyrrole-1-carbonyl chloride 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:

: 845256-48-6
(2S)-4-(2,5-difluorophenyl)-2-phenyl-2-[(1,1,2,2-tetramethylpropoxy)methyl]-2,5-dihydro-1H-pyrrole

: 32315-10-9
bis(trichloromethyl) carbonate

: 845256-49-7
(2S)-2-({[tert-butyl(dimethyl)silyl]oxy}methyl)-4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydro-1H-pyrrole-1-carbonyl chloride

Guidance literature:: With triethylamine; In tetrahydrofuran; at 0 - 20 ℃; for 3h; Product distribution / selectivity;

Reference yield:

: 144073-04-1
(RS)-2-amino-2-phenyl-4-penten-1-ol

: 845256-49-7
(2S)-2-({[tert-butyl(dimethyl)silyl]oxy}methyl)-4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydro-1H-pyrrole-1-carbonyl chloride

Guidance literature:: Multi-step reaction with 11 steps

1.1: triethylamine / dichloromethane / 4 h / 0 - 20 °C

2.1: sodium periodate / ruthenium trichloride / dichloromethane; water; acetonitrile / 5 h / 20 °C

3.1: hydrogenchloride / 20 - 35 °C / Heating / reflux

4.1: sodium hydride / tetrahydrofuran / 0 - 20 °C

5.1: lithium hexamethyldisilazane / tetrahydrofuran / -78 - 20 °C

5.3: 24 h / 100 °C

6.1: sodium hexamethyldisilazane / tetrahydrofuran / 1.5 - 3 h / -78 - 0 °C

6.2: 1.5 h / -78 - 20 °C

7.1: sodium carbonate; lithium chloride / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,2-dimethoxyethane; water / 3 - 3.02 h / 90 °C

8.1: sodium hydroxide; ethanol; water / 3 h / 20 - 60 °C

9.1: 1H-imidazole / dichloromethane; N,N-dimethyl-formamide / 15 h

10.1: hexanes; diethylamine; isopropyl alcohol / Resolution of racemate

11.1: lutidine / Isopropyl acetate / 0.5 h / -5 °C

With 1H-imidazole; sodium hydroxide; sodium periodate; ethanol; water; sodium hexamethyldisilazane; sodium hydride; sodium carbonate; triethylamine; lithium chloride; lithium hexamethyldisilazane; hydrogenchloride; ruthenium trichloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; hexanes; 1,2-dimethoxyethane; dichloromethane; Isopropyl acetate; water; diethylamine; N,N-dimethyl-formamide; isopropyl alcohol; acetonitrile; 7.1: Suzuki Coupling;

Reference yield:

: 845256-50-0
methyl 4-methylene-2-phenylpyrrolidine-2-carboxylate

: 845256-49-7
(2S)-2-({[tert-butyl(dimethyl)silyl]oxy}methyl)-4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydro-1H-pyrrole-1-carbonyl chloride

Guidance literature:: Multi-step reaction with 9 steps

1.1: lithium aluminium tetrahydride / tetrahydrofuran / 0.83 h / 0 °C / Heating / reflux

2.1: triethylamine / dichloromethane / 48 h / 20 °C

3.1: ozone / dichloromethane / -78 °C

4.1: sodium hexamethyldisilazane / tetrahydrofuran / 1.5 - 3 h / -78 - 0 °C

4.2: 1.5 h / -78 - 20 °C

5.1: sodium carbonate; lithium chloride / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,2-dimethoxyethane; water / 3 - 3.02 h / 90 °C

6.1: sodium hydroxide; ethanol; water / 3 h / 20 - 60 °C

7.1: 1H-imidazole / dichloromethane; N,N-dimethyl-formamide / 15 h

8.1: hexanes; diethylamine; isopropyl alcohol / Resolution of racemate

9.1: lutidine / Isopropyl acetate / 0.5 h / -5 °C

With 1H-imidazole; sodium hydroxide; lithium aluminium tetrahydride; ethanol; water; sodium hexamethyldisilazane; sodium carbonate; ozone; triethylamine; lithium chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; hexanes; 1,2-dimethoxyethane; dichloromethane; Isopropyl acetate; water; diethylamine; N,N-dimethyl-formamide; isopropyl alcohol; 5.1: Suzuki Coupling;