(S)-2-(2-(3,5-bis(trifluoromethyl)benzyloxy)-6,7,8,9-tetrahydropyrido[1,2-a]indol-9-yl)acetic acid

Base Information

Chemical Name:(S)-2-(2-(3,5-bis(trifluoromethyl)benzyloxy)-6,7,8,9-tetrahydropyrido[1,2-a]indol-9-yl)acetic acid
CAS No.:1215119-58-6
Molecular Formula:C₂₃H₁₉F₆NO₃
Molecular Weight:471.399
Hs Code.:

Synonyms:(S)-2-(2-(3,5-bis(trifluoromethyl)benzyloxy)-6,7,8,9-tetrahydropyrido[1,2-a]indol-9-yl)acetic acid

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Chemical Property of (S)-2-(2-(3,5-bis(trifluoromethyl)benzyloxy)-6,7,8,9-tetrahydropyrido[1,2-a]indol-9-yl)acetic acid

Chemical Property:

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Technology Process of (S)-2-(2-(3,5-bis(trifluoromethyl)benzyloxy)-6,7,8,9-tetrahydropyrido[1,2-a]indol-9-yl)acetic acid

There total 8 articles about (S)-2-(2-(3,5-bis(trifluoromethyl)benzyloxy)-6,7,8,9-tetrahydropyrido[1,2-a]indol-9-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:

: 1215118-62-9
2-(2-(3,5-bis-(trifluoromethyl)benzyloxy)-6,7,8,9-tetrahydropyrido[1,2-a]indol-9-yl)acetic acid

: 1215119-58-6
(S)-2-(2-(3,5-bis(trifluoromethyl)benzyloxy)-6,7,8,9-tetrahydropyrido[1,2-a]indol-9-yl)acetic acid

: 1215119-57-5
(R)-2-(2-(3,5-bis(trifluoromethyl)benzyloxy)-6,7,8,9-tetrahydropyrido[1,2-a]indol-9-yl)acetic acid

Guidance literature:: With Chiralcel OD; In hexanes; ipa; Resolution of racemate;

Reference yield:

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

: 1215119-58-6
(S)-2-(2-(3,5-bis(trifluoromethyl)benzyloxy)-6,7,8,9-tetrahydropyrido[1,2-a]indol-9-yl)acetic acid

: 1215119-57-5
(R)-2-(2-(3,5-bis(trifluoromethyl)benzyloxy)-6,7,8,9-tetrahydropyrido[1,2-a]indol-9-yl)acetic acid

Guidance literature:: Multi-step reaction with 8 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 °C

1.2: 16 h / 0 - 20 °C

2.1: potassium tert-butylate / tetrahydrofuran / 2 h / 0 °C

3.1: water; acetic acid / 0.17 h / 220 °C / Microwave irradiation

4.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.17 h / 0 - 20 °C

4.2: 2 h / 65 °C

5.1: ammonium formate / 20 wt% Pd(OH)2/C / tetrahydrofuran; methanol / 5 h / Reflux; Inert atmosphere

6.1: caesium carbonate / N,N-dimethyl-formamide / 15 h / 75 °C

7.1: water; lithium hydroxide / 1,4-dioxane / 8 h / 20 °C

7.2: pH 4

8.1: Chiralcel OD / ipa; hexanes / Resolution of racemate

With potassium tert-butylate; water; ammonium formate; sodium hydride; caesium carbonate; acetic acid; lithium hydroxide; 20 wt% Pd(OH)2/C; In tetrahydrofuran; 1,4-dioxane; methanol; hexanes; ipa; N,N-dimethyl-formamide; mineral oil;

Reference yield:

: 1215119-19-9
2-(Benzyloxy)-7,8-dihydropyrido[1,2-a]indol-9(6H)-one

: 1215119-58-6
(S)-2-(2-(3,5-bis(trifluoromethyl)benzyloxy)-6,7,8,9-tetrahydropyrido[1,2-a]indol-9-yl)acetic acid

: 1215119-57-5
(R)-2-(2-(3,5-bis(trifluoromethyl)benzyloxy)-6,7,8,9-tetrahydropyrido[1,2-a]indol-9-yl)acetic acid

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.17 h / 0 - 20 °C

1.2: 2 h / 65 °C

2.1: ammonium formate / 20 wt% Pd(OH)2/C / tetrahydrofuran; methanol / 5 h / Reflux; Inert atmosphere

3.1: caesium carbonate / N,N-dimethyl-formamide / 15 h / 75 °C

4.1: water; lithium hydroxide / 1,4-dioxane / 8 h / 20 °C

4.2: pH 4

5.1: Chiralcel OD / ipa; hexanes / Resolution of racemate

With water; ammonium formate; sodium hydride; caesium carbonate; lithium hydroxide; 20 wt% Pd(OH)2/C; In tetrahydrofuran; 1,4-dioxane; methanol; hexanes; ipa; N,N-dimethyl-formamide; mineral oil;