phenyl 6-(benzyloxy)-2-methyl-4-(1-methylpyrrolidin-2-yl)-3-(trifluoromethyl)benzoate

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Chemical Name:phenyl 6-(benzyloxy)-2-methyl-4-(1-methylpyrrolidin-2-yl)-3-(trifluoromethyl)benzoate
CAS No.:1359023-03-2
Molecular Formula:C₂₇H₂₆F₃NO₃
Molecular Weight:469.504
Hs Code.:

Synonyms:phenyl 6-(benzyloxy)-2-methyl-4-(1-methylpyrrolidin-2-yl)-3-(trifluoromethyl)benzoate

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Chemical Property of phenyl 6-(benzyloxy)-2-methyl-4-(1-methylpyrrolidin-2-yl)-3-(trifluoromethyl)benzoate

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Technology Process of phenyl 6-(benzyloxy)-2-methyl-4-(1-methylpyrrolidin-2-yl)-3-(trifluoromethyl)benzoate

There total 18 articles about phenyl 6-(benzyloxy)-2-methyl-4-(1-methylpyrrolidin-2-yl)-3-(trifluoromethyl)benzoate 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: 82.0%

: 50-00-0,30525-89-4,61233-19-0
formaldehyd

: 1359023-02-1
phenyl 6-(benzyloxy)-2-methyl-4-(pyrrolidin-2-yl)-3-(trifluoromethyl)benzoate

: 1359023-03-2
phenyl 6-(benzyloxy)-2-methyl-4-(1-methylpyrrolidin-2-yl)-3-(trifluoromethyl)benzoate

Guidance literature:: formaldehyd; phenyl 6-(benzyloxy)-2-methyl-4-(pyrrolidin-2-yl)-3-(trifluoromethyl)benzoate; With acetic acid; In 1,2-dichloro-ethane; at 20 ℃; for 0.333333h;

With sodium tris(acetoxy)borohydride; In 1,2-dichloro-ethane; at 20 ℃;

With sodium hydrogencarbonate; In dichloromethane; water; 1,2-dichloro-ethane;

Reference yield:

: 1254347-06-2
phenyl 4-bromo-2-hydroxy-6-methylbenzoate

: 1359023-03-2
phenyl 6-(benzyloxy)-2-methyl-4-(1-methylpyrrolidin-2-yl)-3-(trifluoromethyl)benzoate

Guidance literature:: Multi-step reaction with 8 steps

1.1: potassium carbonate / acetone / 20 °C

2.1: n-butyllithium / tetrahydrofuran / 0.5 h / -100 °C / Inert atmosphere

2.2: 3 h / -78 °C / Inert atmosphere

3.1: acetic acid; triacetoxy sodium borohydride / 1,2-dichloro-ethane / 20 °C

4.1: dmap / N,N-dimethyl-formamide / 2 h / 20 °C

5.1: silver trifluoroacetate; iodine / chloroform / 2.5 h / 20 °C

6.1: copper(l) iodide / N,N-dimethyl-formamide / 44 h / 80 °C / Sealed tube

7.1: hydrogenchloride / 1,4-dioxane / 0.5 h / 20 °C

8.1: acetic acid / water; 1,2-dichloro-ethane / 0.33 h / 20 °C

8.2: 20 °C

With hydrogenchloride; dmap; copper(l) iodide; n-butyllithium; triacetoxy sodium borohydride; iodine; silver trifluoroacetate; potassium carbonate; acetic acid; In tetrahydrofuran; 1,4-dioxane; chloroform; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetone;
DOI:10.1021/acs.jmedchem.6b01903

Reference yield:

: 1359022-59-5
phenyl 2-(benzyloxy)-4-bromo-6-methylbenzoate

: 1359023-03-2
phenyl 6-(benzyloxy)-2-methyl-4-(1-methylpyrrolidin-2-yl)-3-(trifluoromethyl)benzoate

Guidance literature:: Multi-step reaction with 7 steps

1.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium carbonate / toluene; 1,4-dioxane; water / 2 h / 90 °C / Inert atmosphere

2.1: palladium 10% on activated carbon; hydrogen / methanol / 2 h / 20 °C / 760.05 Torr

3.1: potassium carbonate / acetone / 20 °C

4.1: silver trifluoroacetate; iodine / chloroform / 2.5 h / 20 °C

5.1: copper(l) iodide / N,N-dimethyl-formamide / 44 h / 80 °C / Sealed tube

6.1: hydrogenchloride / 1,4-dioxane / 0.5 h / 20 °C

7.1: acetic acid / water; 1,2-dichloro-ethane / 0.33 h / 20 °C

7.2: 20 °C

With hydrogenchloride; copper(l) iodide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; palladium 10% on activated carbon; hydrogen; iodine; silver trifluoroacetate; sodium carbonate; potassium carbonate; acetic acid; In 1,4-dioxane; methanol; chloroform; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetone; toluene; 1.1: |Suzuki Coupling;
DOI:10.1021/acs.jmedchem.6b01903