phenyl 4-(benzyloxy)-2-isopropyl-6-methyl-7-(trifluoromethyl)isoindoline-5-carboxylate

Base Information

Chemical Name:phenyl 4-(benzyloxy)-2-isopropyl-6-methyl-7-(trifluoromethyl)isoindoline-5-carboxylate
CAS No.:1335556-16-5
Molecular Formula:C₂₇H₂₆F₃NO₃
Molecular Weight:469.504
Hs Code.:

Synonyms:phenyl 4-(benzyloxy)-2-isopropyl-6-methyl-7-(trifluoromethyl)isoindoline-5-carboxylate

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Chemical Property of phenyl 4-(benzyloxy)-2-isopropyl-6-methyl-7-(trifluoromethyl)isoindoline-5-carboxylate

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Technology Process of phenyl 4-(benzyloxy)-2-isopropyl-6-methyl-7-(trifluoromethyl)isoindoline-5-carboxylate

There total 16 articles about phenyl 4-(benzyloxy)-2-isopropyl-6-methyl-7-(trifluoromethyl)isoindoline-5-carboxylate 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: 83.0%

: 1335557-43-1
C₂₄H₁₉Cl₂F₃O₃

: 75-31-0
isopropylamine

: 1335556-16-5
phenyl 4-(benzyloxy)-2-isopropyl-6-methyl-7-(trifluoromethyl)isoindoline-5-carboxylate

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In 1,2-dimethoxyethane; at 110 ℃; for 17.5h; Sealed;

Reference yield:

: 348169-39-1
4-bromo-2-methoxy-6-methyl-phenylamine

: 1335556-16-5
phenyl 4-(benzyloxy)-2-isopropyl-6-methyl-7-(trifluoromethyl)isoindoline-5-carboxylate

Guidance literature:: Multi-step reaction with 16 steps

1.1: hydrogenchloride; sodium nitrite / water / 0.5 h / 0 °C

1.3: 4 h / 0 - 50 °C

2.1: diisobutylaluminium hydride / toluene; tetrahydrofuran / -78 - 20 °C

2.2: 0 - 20 °C

3.1: 2-methyl-but-2-ene; water; sodium chlorite; sodium dihydrogenphosphate / tert-butyl alcohol / 0.5 h / 20 °C

3.2: pH 1

4.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 0.5 h / 20 °C

5.1: dmap; triethylamine / dichloromethane / 1 h / 20 °C

6.1: potassium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; water / 19 h / Inert atmosphere; Reflux

7.1: ozone; oxygen / dichloromethane / -78 °C

7.2: -78 - 25 °C

8.1: bromine; acetic acid / 1 h / 20 °C

9.1: boron tribromide / dichloromethane / 1.5 h / -78 - 25 °C

10.1: potassium carbonate / N,N-dimethyl-formamide / 2 h / 20 °C

11.1: copper(l) iodide / N,N-dimethyl-formamide / 20 h / 100 °C / Sealed

12.1: sodium tetrahydroborate; methanol / 2 h

13.1: hydrogen / palladium 10% on activated carbon / 1,4-dioxane; methanol / 21 h / 20 °C

13.2: 1 h

13.3: 6 h / 50 °C

14.1: TurboGrignard / tetrahydrofuran / 1.17 h / -50 - 0 °C / Inert atmosphere

14.2: 0 - 40 °C

15.1: thionyl chloride; tetrabutyl-ammonium chloride / 1,2-dichloro-ethane / 3 h / 80 °C / Sealed

16.1: N-ethyl-N,N-diisopropylamine / 1,2-dimethoxyethane / 17.5 h / 110 °C / Sealed

With hydrogenchloride; methanol; dmap; sodium chlorite; sodium tetrahydroborate; sodium dihydrogenphosphate; copper(l) iodide; TurboGrignard; thionyl chloride; 2-methyl-but-2-ene; oxalyl dichloride; tetrabutyl-ammonium chloride; water; hydrogen; bromine; oxygen; boron tribromide; diisobutylaluminium hydride; potassium carbonate; ozone; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; sodium nitrite; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium 10% on activated carbon; N,N-dimethyl-formamide; In tetrahydrofuran; 1,4-dioxane; methanol; 1,2-dimethoxyethane; dichloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene; tert-butyl alcohol;

Reference yield:

: 877149-08-1
4-bromo-2-methoxy-6-methyl-benzoic acid

: 1335556-16-5
phenyl 4-(benzyloxy)-2-isopropyl-6-methyl-7-(trifluoromethyl)isoindoline-5-carboxylate

Guidance literature:: Multi-step reaction with 13 steps

1.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 0.5 h / 20 °C

2.1: dmap; triethylamine / dichloromethane / 1 h / 20 °C

3.1: potassium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; water / 19 h / Inert atmosphere; Reflux

4.1: ozone; oxygen / dichloromethane / -78 °C

4.2: -78 - 25 °C

5.1: bromine; acetic acid / 1 h / 20 °C

6.1: boron tribromide / dichloromethane / 1.5 h / -78 - 25 °C

7.1: potassium carbonate / N,N-dimethyl-formamide / 2 h / 20 °C

8.1: copper(l) iodide / N,N-dimethyl-formamide / 20 h / 100 °C / Sealed

9.1: sodium tetrahydroborate; methanol / 2 h

10.1: hydrogen / palladium 10% on activated carbon / 1,4-dioxane; methanol / 21 h / 20 °C

10.2: 1 h

10.3: 6 h / 50 °C

11.1: TurboGrignard / tetrahydrofuran / 1.17 h / -50 - 0 °C / Inert atmosphere

11.2: 0 - 40 °C

12.1: thionyl chloride; tetrabutyl-ammonium chloride / 1,2-dichloro-ethane / 3 h / 80 °C / Sealed

13.1: N-ethyl-N,N-diisopropylamine / 1,2-dimethoxyethane / 17.5 h / 110 °C / Sealed

With methanol; dmap; sodium tetrahydroborate; copper(l) iodide; TurboGrignard; thionyl chloride; oxalyl dichloride; tetrabutyl-ammonium chloride; hydrogen; bromine; oxygen; boron tribromide; potassium carbonate; ozone; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium 10% on activated carbon; N,N-dimethyl-formamide; In tetrahydrofuran; 1,4-dioxane; methanol; 1,2-dimethoxyethane; dichloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide;