(2S)(M)-2-(tert-butoxy)-2-(1-(3,4-difluorobenzyl)-4-(2,3-dihydrobenzofuran-5-yl)-6-methyl-1H-pyrrolo[2,3-b]pyridin-5-yl)acetic acid

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Chemical Name:(2S)(M)-2-(tert-butoxy)-2-(1-(3,4-difluorobenzyl)-4-(2,3-dihydrobenzofuran-5-yl)-6-methyl-1H-pyrrolo[2,3-b]pyridin-5-yl)acetic acid
CAS No.:1418716-67-2
Molecular Formula:C₂₉H₂₈F₂N₂O₄
Molecular Weight:506.549
Hs Code.:

Synonyms:(2S)(M)-2-(tert-butoxy)-2-(1-(3,4-difluorobenzyl)-4-(2,3-dihydrobenzofuran-5-yl)-6-methyl-1H-pyrrolo[2,3-b]pyridin-5-yl)acetic acid

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Chemical Property of (2S)(M)-2-(tert-butoxy)-2-(1-(3,4-difluorobenzyl)-4-(2,3-dihydrobenzofuran-5-yl)-6-methyl-1H-pyrrolo[2,3-b]pyridin-5-yl)acetic acid

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Technology Process of (2S)(M)-2-(tert-butoxy)-2-(1-(3,4-difluorobenzyl)-4-(2,3-dihydrobenzofuran-5-yl)-6-methyl-1H-pyrrolo[2,3-b]pyridin-5-yl)acetic acid

There total 16 articles about (2S)(M)-2-(tert-butoxy)-2-(1-(3,4-difluorobenzyl)-4-(2,3-dihydrobenzofuran-5-yl)-6-methyl-1H-pyrrolo[2,3-b]pyridin-5-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: 86.0%

: 1418719-79-5
(S)-methyl 2-(tert-butoxy)-2-(1-(3,4-difluorobenzyl)-4-(2,3-dihydrobenzofuran-5-yl)-6-methyl-1H-pyrrolo[2,3-b]pyridin-5-yl)acetate

: 1418716-67-2
(2S)(M)-2-(tert-butoxy)-2-(1-(3,4-difluorobenzyl)-4-(2,3-dihydrobenzofuran-5-yl)-6-methyl-1H-pyrrolo[2,3-b]pyridin-5-yl)acetic acid

Guidance literature:: With lithium hydroxide; In tetrahydrofuran; methanol; water; at 70 ℃; under 760.051 Torr;

Reference yield:

: 34036-07-2
3,4 difluorobenzaldehyde

: 1418716-67-2
(2S)(M)-2-(tert-butoxy)-2-(1-(3,4-difluorobenzyl)-4-(2,3-dihydrobenzofuran-5-yl)-6-methyl-1H-pyrrolo[2,3-b]pyridin-5-yl)acetic acid

Guidance literature:: Multi-step reaction with 16 steps

1.1: benzene / 3 h / 130 °C / 760.05 Torr

1.2: 18 h / 0 - 20 °C / 760.05 Torr

2.1: toluene-4-sulfonic acid / dichloromethane / 18 h / 20 °C / 760.05 Torr

2.2: 2 h / 70 °C / 760.05 Torr

3.1: toluene-4-sulfonic acid / toluene / 1 h / 155 °C / 760.05 Torr / Reflux

3.2: 1 h / 0 - 145 °C / 760.05 Torr

4.1: sodium nitrite; water; sulfuric acid / 1,4-dioxane / 6.17 h / 0 - 20 °C / 760.05 Torr

5.1: pyridine / acetonitrile / 1.17 h / 0 - 20 °C / 760.05 Torr

6.1: sodium iodide; hydrogenchloride / acetonitrile; water / 2 h / 60 °C / 760.05 Torr

7.1: diisobutylaluminium hydride / dichloromethane; toluene / 3.33 h / -55 - 0 °C / 760.05 Torr

8.1: pyridinium chlorochromate / dichloromethane / 4 h / 0 - 20 °C / 760.05 Torr

9.1: zinc(II) iodide / dichloromethane / 0.58 h / 0 - 20 °C / 760.05 Torr

10.1: sulfuric acid / 26 h / 0 - 80 °C / 760.05 Torr

11.1: Dess-Martin periodane / dichloromethane / 0.5 h / 0 - 20 °C / 760.05 Torr

12.1: benzo[1,3,2]dioxaborole; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole / tetrahydrofuran; toluene / 2.75 h / -35 - -10 °C / 760.05 Torr / Inert atmosphere

13.1: perchloric acid / 1.08 h / 20 °C / 760.05 Torr

14.1: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; N,N-dimethyl-formamide / 1 h / 70 °C / 760.05 Torr / Inert atmosphere

15.1: triethylamine; palladium hydroxide, 20 wt% on carbon; formic acid / methanol / 0.5 h / 60 °C / 760.05 Torr

16.1: lithium hydroxide / tetrahydrofuran; methanol; water / 70 °C / 760.05 Torr

With pyridine; hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; formic acid; perchloric acid; sulfuric acid; palladium hydroxide, 20 wt% on carbon; water; diisobutylaluminium hydride; potassium carbonate; Dess-Martin periodane; toluene-4-sulfonic acid; triethylamine; pyridinium chlorochromate; sodium iodide; zinc(II) iodide; lithium hydroxide; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; sodium nitrite; benzo[1,3,2]dioxaborole; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; acetonitrile; benzene; 14.1: |Suzuki Coupling;

Reference yield:

: (3,4-difluoro-benzyl)-(2,2-dimethoxy-ethyl)-amine

: 1418716-67-2
(2S)(M)-2-(tert-butoxy)-2-(1-(3,4-difluorobenzyl)-4-(2,3-dihydrobenzofuran-5-yl)-6-methyl-1H-pyrrolo[2,3-b]pyridin-5-yl)acetic acid

Guidance literature:: Multi-step reaction with 15 steps

1.1: toluene-4-sulfonic acid / dichloromethane / 18 h / 20 °C / 760.05 Torr

1.2: 2 h / 70 °C / 760.05 Torr

2.1: toluene-4-sulfonic acid / toluene / 1 h / 155 °C / 760.05 Torr / Reflux

2.2: 1 h / 0 - 145 °C / 760.05 Torr

3.1: sodium nitrite; water; sulfuric acid / 1,4-dioxane / 6.17 h / 0 - 20 °C / 760.05 Torr

4.1: pyridine / acetonitrile / 1.17 h / 0 - 20 °C / 760.05 Torr

5.1: sodium iodide; hydrogenchloride / acetonitrile; water / 2 h / 60 °C / 760.05 Torr

6.1: diisobutylaluminium hydride / dichloromethane; toluene / 3.33 h / -55 - 0 °C / 760.05 Torr

7.1: pyridinium chlorochromate / dichloromethane / 4 h / 0 - 20 °C / 760.05 Torr

8.1: zinc(II) iodide / dichloromethane / 0.58 h / 0 - 20 °C / 760.05 Torr

9.1: sulfuric acid / 26 h / 0 - 80 °C / 760.05 Torr

10.1: Dess-Martin periodane / dichloromethane / 0.5 h / 0 - 20 °C / 760.05 Torr

11.1: benzo[1,3,2]dioxaborole; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole / tetrahydrofuran; toluene / 2.75 h / -35 - -10 °C / 760.05 Torr / Inert atmosphere

12.1: perchloric acid / 1.08 h / 20 °C / 760.05 Torr

13.1: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; N,N-dimethyl-formamide / 1 h / 70 °C / 760.05 Torr / Inert atmosphere

14.1: triethylamine; palladium hydroxide, 20 wt% on carbon; formic acid / methanol / 0.5 h / 60 °C / 760.05 Torr

15.1: lithium hydroxide / tetrahydrofuran; methanol; water / 70 °C / 760.05 Torr

With pyridine; hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; formic acid; perchloric acid; sulfuric acid; palladium hydroxide, 20 wt% on carbon; water; diisobutylaluminium hydride; potassium carbonate; Dess-Martin periodane; toluene-4-sulfonic acid; triethylamine; pyridinium chlorochromate; sodium iodide; zinc(II) iodide; lithium hydroxide; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; sodium nitrite; benzo[1,3,2]dioxaborole; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; acetonitrile; 13.1: |Suzuki Coupling;