phenyl 6-{[(tert-butoxy)carbonyl]oxy}-4-formyl-3-methoxy-2-methylbenzoate

Base Information

Chemical Name:phenyl 6-{[(tert-butoxy)carbonyl]oxy}-4-formyl-3-methoxy-2-methylbenzoate
CAS No.:1254347-09-5
Molecular Formula:C₂₁H₂₂O₇
Molecular Weight:386.401
Hs Code.:

Synonyms:phenyl 6-{[(tert-butoxy)carbonyl]oxy}-4-formyl-3-methoxy-2-methylbenzoate

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Chemical Property of phenyl 6-{[(tert-butoxy)carbonyl]oxy}-4-formyl-3-methoxy-2-methylbenzoate

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Technology Process of phenyl 6-{[(tert-butoxy)carbonyl]oxy}-4-formyl-3-methoxy-2-methylbenzoate

There total 7 articles about phenyl 6-{[(tert-butoxy)carbonyl]oxy}-4-formyl-3-methoxy-2-methylbenzoate 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:

: 1254347-08-4
phenyl 4-bromo-6-{[(tert-butoxy)carbonyl]oxy}-3-methoxy-2-methylbenzoate

: 68-12-2,33513-42-7
N,N-dimethyl-formamide

: 1254347-09-5
phenyl 6-{[(tert-butoxy)carbonyl]oxy}-4-formyl-3-methoxy-2-methylbenzoate

Guidance literature:: phenyl 4-bromo-6-{[(tert-butoxy)carbonyl]oxy}-3-methoxy-2-methylbenzoate; With isopropylmagnesium chloride; lithium chloride; In tetrahydrofuran; at 0 ℃; for 1h;

N,N-dimethyl-formamide; In tetrahydrofuran; at 0 - 20 ℃; for 0.5h;

Reference yield:

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

: 1254347-09-5
phenyl 6-{[(tert-butoxy)carbonyl]oxy}-4-formyl-3-methoxy-2-methylbenzoate

Guidance literature:: Multi-step reaction with 6 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: boron tribromide / dichloromethane / 0.58 h / -78 - 0 °C

3.2: 0.33 h / 20 °C

4.1: [bis(acetoxy)iodo]benzene / 1,4-dioxane / 0 - 20 °C

4.2: 0.33 h / 20 °C

5.1: dmap / dichloromethane / 0.33 h / 20 °C

6.1: isopropylmagnesium chloride; lithium chloride / tetrahydrofuran / 1 h / 0 °C

6.2: 0.5 h / 0 - 20 °C

With dmap; oxalyl dichloride; [bis(acetoxy)iodo]benzene; isopropylmagnesium chloride; boron tribromide; triethylamine; lithium chloride; N,N-dimethyl-formamide; In tetrahydrofuran; 1,4-dioxane; dichloromethane;

Reference yield:

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

: 1254347-09-5
phenyl 6-{[(tert-butoxy)carbonyl]oxy}-4-formyl-3-methoxy-2-methylbenzoate

Guidance literature:: Multi-step reaction with 8 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: boron tribromide / dichloromethane / 0.58 h / -78 - 0 °C

5.2: 0.33 h / 20 °C

6.1: [bis(acetoxy)iodo]benzene / 1,4-dioxane / 0 - 20 °C

6.2: 0.33 h / 20 °C

7.1: dmap / dichloromethane / 0.33 h / 20 °C

8.1: isopropylmagnesium chloride; lithium chloride / tetrahydrofuran / 1 h / 0 °C

8.2: 0.5 h / 0 - 20 °C

With dmap; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; oxalyl dichloride; [bis(acetoxy)iodo]benzene; water; isopropylmagnesium chloride; boron tribromide; diisobutylaluminium hydride; triethylamine; lithium chloride; N,N-dimethyl-formamide; In tetrahydrofuran; 1,4-dioxane; dichloromethane; toluene; tert-butyl alcohol;