(R)-2-(7-(4-cyclopentyl-3-(trifluoromethyl)benzyloxy)-9-fluoro-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-yl)acetic acid

Base Information

Chemical Name:(R)-2-(7-(4-cyclopentyl-3-(trifluoromethyl)benzyloxy)-9-fluoro-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-yl)acetic acid
CAS No.:1215119-36-0
Molecular Formula:C₂₆H₂₅F₄NO₃
Molecular Weight:475.483
Hs Code.:

Synonyms:(R)-2-(7-(4-cyclopentyl-3-(trifluoromethyl)benzyloxy)-9-fluoro-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-yl)acetic acid

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Chemical Property of (R)-2-(7-(4-cyclopentyl-3-(trifluoromethyl)benzyloxy)-9-fluoro-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-yl)acetic acid

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Technology Process of (R)-2-(7-(4-cyclopentyl-3-(trifluoromethyl)benzyloxy)-9-fluoro-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-yl)acetic acid

There total 9 articles about (R)-2-(7-(4-cyclopentyl-3-(trifluoromethyl)benzyloxy)-9-fluoro-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-yl)acetic acid 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:

: 1215118-19-6
2-(7-(4-cyclopentyl-3-(trifluoromethyl)benzyloxy)-9-fluoro-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-yl)acetic acid

: 1215119-35-9
(S)-2-(7-(4-cyclopentyl-3-(trifluoromethyl)benzyloxy)-9-fluoro-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-yl)acetic acid

: 1215119-36-0
(R)-2-(7-(4-cyclopentyl-3-(trifluoromethyl)benzyloxy)-9-fluoro-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-yl)acetic acid

Guidance literature:: With Chiralcel IC; In hexane; tert-butyl methyl ether; Resolution of racemate;

Reference yield:

: 37033-95-7
5-benzyloxy-1H-indole-2-carboxylic acid ethyl ester

: 1215119-35-9
(S)-2-(7-(4-cyclopentyl-3-(trifluoromethyl)benzyloxy)-9-fluoro-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-yl)acetic acid

: 1215119-36-0
(R)-2-(7-(4-cyclopentyl-3-(trifluoromethyl)benzyloxy)-9-fluoro-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-yl)acetic acid

Guidance literature:: Multi-step reaction with 9 steps

1.1: sodium hydride / toluene; mineral oil / 0.83 h

1.2: 20 - 70 °C

1.3: 24 h / Reflux

2.1: tetrahydrofuran / 24 h / Reflux

3.1: hydrogen / palladium 10% on activated carbon / water; tetrahydrofuran / 24 h / 11636.1 Torr

4.1: hydrogen; acetic acid / 20 % Pd(OH)2/C / ethanol; tetrahydrofuran / 50 °C / 10343.2 - 25858.1 Torr

5.1: palladium on carbon / toluene / 48 h / 80 °C

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: N-fluoropyridinium triflate / dichloromethane / 11 h / 0 - 25 °C

9.1: Chiralcel IC / hexane; tert-butyl methyl ether / Resolution of racemate

With rac-cysteine; hydrogen; sodium hydride; N-fluoropyridinium triflate; caesium carbonate; acetic acid; trifluoroacetic acid; 20 % Pd(OH)2/C; palladium on carbon; palladium 10% on activated carbon; In tetrahydrofuran; ethanol; hexane; dichloromethane; tert-butyl methyl ether; water; N,N-dimethyl-formamide; toluene; mineral oil;

Reference yield:

: 1215119-77-9
tert-butyl 2-(7-hydroxy-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-ylidene)acetate

: 1215119-35-9
(S)-2-(7-(4-cyclopentyl-3-(trifluoromethyl)benzyloxy)-9-fluoro-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-yl)acetic acid

: 1215119-36-0
(R)-2-(7-(4-cyclopentyl-3-(trifluoromethyl)benzyloxy)-9-fluoro-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-yl)acetic acid

Guidance literature:: Multi-step reaction with 5 steps

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

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

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

4: N-fluoropyridinium triflate / dichloromethane / 11 h / 0 - 25 °C

5: Chiralcel IC / hexane; tert-butyl methyl ether / Resolution of racemate

With rac-cysteine; hydrogen; N-fluoropyridinium triflate; caesium carbonate; trifluoroacetic acid; palladium 10% on activated carbon; In hexane; dichloromethane; tert-butyl methyl ether; water; ethyl acetate; N,N-dimethyl-formamide;