tert-butyl 2-(7-(4-cyclopentyl-3-(trifluoromethyl)benzyloxy)-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-yl)acetate

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Chemical Name:tert-butyl 2-(7-(4-cyclopentyl-3-(trifluoromethyl)benzyloxy)-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-yl)acetate
CAS No.:1215118-70-9
Molecular Formula:C₃₀H₃₄F₃NO₃
Molecular Weight:513.6
Hs Code.:

Synonyms:tert-butyl 2-(7-(4-cyclopentyl-3-(trifluoromethyl)benzyloxy)-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-yl)acetate

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Chemical Property of tert-butyl 2-(7-(4-cyclopentyl-3-(trifluoromethyl)benzyloxy)-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-yl)acetate

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Technology Process of tert-butyl 2-(7-(4-cyclopentyl-3-(trifluoromethyl)benzyloxy)-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-yl)acetate

There total 12 articles about tert-butyl 2-(7-(4-cyclopentyl-3-(trifluoromethyl)benzyloxy)-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-yl)acetate 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: 62.0%

: 957208-65-0
4-(chloromethyl)-1-cyclopentyl-2-(trifluoromethyl)benzene

: 1215118-65-2
tert-butyl 2-(7-hydroxy-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-yl)acetate

: 1215118-70-9
tert-butyl 2-(7-(4-cyclopentyl-3-(trifluoromethyl)benzyloxy)-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-yl)acetate

Guidance literature:: With caesium carbonate; In N,N-dimethyl-formamide; at 50 ℃; for 16h;
DOI:10.1021/ml500422m

Reference yield:

: 16732-70-0
ethyl 5-bromoindolecarboxylate

: 1215118-70-9
tert-butyl 2-(7-(4-cyclopentyl-3-(trifluoromethyl)benzyloxy)-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-yl)acetate

Guidance literature:: Multi-step reaction with 6 steps

1.1: sodium hydride / toluene; mineral oil / 110 °C

1.2: 48 h / 110 °C

1.3: 16 h / Reflux

2.1: tetrahydrofuran / 16 h / 65 °C

3.1: potassium acetate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 1.5 h / 90 °C / Inert atmosphere

4.1: sodium hydroxide; dihydrogen peroxide / water; tetrahydrofuran / 0.42 h / 23 °C

5.1: hydrogen / palladium 10% on activated carbon / ethyl acetate; water / 3 h / 4913.04 Torr

6.1: caesium carbonate / N,N-dimethyl-formamide / 16 h / 50 °C / Sealed vial

With hydrogen; dihydrogen peroxide; potassium acetate; sodium hydride; caesium carbonate; sodium hydroxide; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; palladium 10% on activated carbon; In tetrahydrofuran; 1,4-dioxane; water; ethyl acetate; N,N-dimethyl-formamide; toluene; mineral oil;

Reference yield:

: 1174512-53-8
7-bromo-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-one

: 1215118-70-9
tert-butyl 2-(7-(4-cyclopentyl-3-(trifluoromethyl)benzyloxy)-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-yl)acetate

Guidance literature:: Multi-step reaction with 5 steps

1: tetrahydrofuran / 16 h / 65 °C

2: potassium acetate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 1.5 h / 90 °C / Inert atmosphere

3: sodium hydroxide; dihydrogen peroxide / water; tetrahydrofuran / 0.42 h / 23 °C

4: hydrogen / palladium 10% on activated carbon / ethyl acetate; water / 3 h / 4913.04 Torr

5: caesium carbonate / N,N-dimethyl-formamide / 16 h / 50 °C / Sealed vial

With hydrogen; dihydrogen peroxide; potassium acetate; caesium carbonate; sodium hydroxide; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; palladium 10% on activated carbon; In tetrahydrofuran; 1,4-dioxane; water; ethyl acetate; N,N-dimethyl-formamide;