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

Base Information

Chemical Name:2-(7-(4-cyclopentyl-3-(trifluoromethyl)benzyloxy)-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-yl)aceticacid
CAS No.:1215119-34-8
Molecular Formula:C₂₆H₂₆F₃NO₃
Molecular Weight:457.493
Hs Code.:

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

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

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

There total 10 articles about 2-(7-(4-cyclopentyl-3-(trifluoromethyl)benzyloxy)-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-yl)aceticacid 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:

: 1215118-26-5
2-(7-(4-cyclopentyl-3-(trifluoromethyl)benzyloxy)-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-yl)aceticacid

: 1215119-32-6
2-(7-(4-cyclopentyl-3-(trifluoromethyl)benzyloxy)-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-yl)aceticacid

: 1215119-34-8
2-(7-(4-cyclopentyl-3-(trifluoromethyl)benzyloxy)-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-yl)aceticacid

Guidance literature:: With ChiralPak AD-H; In acetonitrile; Resolution of racemate;

Reference yield:

: tert-butyl 2-(7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-ylidene)acetate

: 1215119-32-6
2-(7-(4-cyclopentyl-3-(trifluoromethyl)benzyloxy)-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-yl)aceticacid

: 1215119-34-8
2-(7-(4-cyclopentyl-3-(trifluoromethyl)benzyloxy)-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-yl)aceticacid

Guidance literature:: Multi-step reaction with 5 steps

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

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

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

4: trifluoroacetic acid; rac-cysteine / 0.25 h / 23 °C / Sealed vial

5: ChiralPak AD-H / acetonitrile / Resolution of racemate

With rac-cysteine; hydrogen; dihydrogen peroxide; caesium carbonate; trifluoroacetic acid; sodium hydroxide; palladium 10% on activated carbon; In tetrahydrofuran; water; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;

Reference yield:

: 16732-70-0
ethyl 5-bromoindolecarboxylate

: 1215119-32-6
2-(7-(4-cyclopentyl-3-(trifluoromethyl)benzyloxy)-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-yl)aceticacid

: 1215119-34-8
2-(7-(4-cyclopentyl-3-(trifluoromethyl)benzyloxy)-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-yl)aceticacid

Guidance literature:: Multi-step reaction with 8 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

7.1: trifluoroacetic acid; rac-cysteine / 0.25 h / 23 °C / Sealed vial

8.1: ChiralPak AD-H / acetonitrile / Resolution of racemate

With rac-cysteine; hydrogen; dihydrogen peroxide; potassium acetate; sodium hydride; caesium carbonate; trifluoroacetic acid; 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; acetonitrile; mineral oil;