phenyl 4-(benzyloxy)-7-chloro-6-methyl-2-tert-pentylisoindoline-5-carboxylate

Base Information

Chemical Name:phenyl 4-(benzyloxy)-7-chloro-6-methyl-2-tert-pentylisoindoline-5-carboxylate
CAS No.:1335556-11-0
Molecular Formula:C₂₈H₃₀ClNO₃
Molecular Weight:464.004
Hs Code.:

Synonyms:phenyl 4-(benzyloxy)-7-chloro-6-methyl-2-tert-pentylisoindoline-5-carboxylate

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Chemical Property of phenyl 4-(benzyloxy)-7-chloro-6-methyl-2-tert-pentylisoindoline-5-carboxylate

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Technology Process of phenyl 4-(benzyloxy)-7-chloro-6-methyl-2-tert-pentylisoindoline-5-carboxylate

There total 15 articles about phenyl 4-(benzyloxy)-7-chloro-6-methyl-2-tert-pentylisoindoline-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: 40.0%

: 594-39-8
2-methyl-2-butylamine

: 1335557-39-5
C₂₃H₁₉Cl₃O₃

: 1335556-11-0
phenyl 4-(benzyloxy)-7-chloro-6-methyl-2-tert-pentylisoindoline-5-carboxylate

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In 1,2-dimethoxyethane; at 60 - 80 ℃;

Reference yield:

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

: 1335556-11-0
phenyl 4-(benzyloxy)-7-chloro-6-methyl-2-tert-pentylisoindoline-5-carboxylate

Guidance literature:: Multi-step reaction with 15 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: N-chloro-succinimide / acetonitrile / 45 h / 60 °C

7.1: boron tribromide / dichloromethane / 0.75 h / -78 - 0 °C

7.2: 0.17 h / 20 °C

8.1: potassium carbonate / acetone / 20 °C

9.1: isopropylmagnesium chloride; lithium chloride / tetrahydrofuran / 1.17 h / -78 - 0 °C / Inert atmosphere

9.2: 0.5 h / 20 °C

10.1: sodium tetrahydroborate; methanol

11.1: hydrogen / palladium 10% on activated carbon / ethyl acetate; chlorobenzene; methanol / 5 h

12.1: sodium acetate; bromine; acetic acid / 0.22 h

12.2: 50 °C

13.1: isopropylmagnesium chloride; lithium chloride / tetrahydrofuran / 1 h / -78 - 0 °C

13.2: 1 h / 40 °C

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

15.1: N-ethyl-N,N-diisopropylamine / 1,2-dimethoxyethane / 60 - 80 °C

With hydrogenchloride; methanol; dmap; sodium chlorite; sodium tetrahydroborate; sodium dihydrogenphosphate; N-chloro-succinimide; thionyl chloride; 2-methyl-but-2-ene; oxalyl dichloride; tetrabutyl-ammonium chloride; water; hydrogen; bromine; isopropylmagnesium chloride; sodium acetate; boron tribromide; diisobutylaluminium hydride; potassium carbonate; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; lithium chloride; sodium nitrite; palladium 10% on activated carbon; N,N-dimethyl-formamide; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; dichloromethane; water; ethyl acetate; 1,2-dichloro-ethane; chlorobenzene; acetone; toluene; acetonitrile; tert-butyl alcohol;

Reference yield:

: 877149-05-8
4-bromo-2-methoxy-6-methyl-benzonitrile

: 1335556-11-0
phenyl 4-(benzyloxy)-7-chloro-6-methyl-2-tert-pentylisoindoline-5-carboxylate

Guidance literature:: Multi-step reaction with 14 steps

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

1.2: 0 - 20 °C

2.1: 2-methyl-but-2-ene; water; sodium chlorite; sodium dihydrogenphosphate / tert-butyl alcohol / 0.5 h / 20 °C

2.2: pH 1

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

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

5.1: N-chloro-succinimide / acetonitrile / 45 h / 60 °C

6.1: boron tribromide / dichloromethane / 0.75 h / -78 - 0 °C

6.2: 0.17 h / 20 °C

7.1: potassium carbonate / acetone / 20 °C

8.1: isopropylmagnesium chloride; lithium chloride / tetrahydrofuran / 1.17 h / -78 - 0 °C / Inert atmosphere

8.2: 0.5 h / 20 °C

9.1: sodium tetrahydroborate; methanol

10.1: hydrogen / palladium 10% on activated carbon / ethyl acetate; chlorobenzene; methanol / 5 h

11.1: sodium acetate; bromine; acetic acid / 0.22 h

11.2: 50 °C

12.1: isopropylmagnesium chloride; lithium chloride / tetrahydrofuran / 1 h / -78 - 0 °C

12.2: 1 h / 40 °C

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

14.1: N-ethyl-N,N-diisopropylamine / 1,2-dimethoxyethane / 60 - 80 °C

With methanol; dmap; sodium chlorite; sodium tetrahydroborate; sodium dihydrogenphosphate; N-chloro-succinimide; thionyl chloride; 2-methyl-but-2-ene; oxalyl dichloride; tetrabutyl-ammonium chloride; water; hydrogen; bromine; isopropylmagnesium chloride; sodium acetate; boron tribromide; diisobutylaluminium hydride; potassium carbonate; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; lithium chloride; palladium 10% on activated carbon; N,N-dimethyl-formamide; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; dichloromethane; ethyl acetate; 1,2-dichloro-ethane; chlorobenzene; acetone; toluene; acetonitrile; tert-butyl alcohol;