(S)-2-(tert-butoxy)-2-(4-(4-chlorophenyl)-1-(2-methoxyethyl)-2,3,6-trimethyl-1H-pyrrolo[2,3-b]pyridin-5-yl)acetic acid

Base Information

Chemical Name:(S)-2-(tert-butoxy)-2-(4-(4-chlorophenyl)-1-(2-methoxyethyl)-2,3,6-trimethyl-1H-pyrrolo[2,3-b]pyridin-5-yl)acetic acid
CAS No.:1626383-95-6
Molecular Formula:C₂₅H₃₁ClN₂O₄
Molecular Weight:458.985
Hs Code.:

Synonyms:(S)-2-(tert-butoxy)-2-(4-(4-chlorophenyl)-1-(2-methoxyethyl)-2,3,6-trimethyl-1H-pyrrolo[2,3-b]pyridin-5-yl)acetic acid

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Chemical Property of (S)-2-(tert-butoxy)-2-(4-(4-chlorophenyl)-1-(2-methoxyethyl)-2,3,6-trimethyl-1H-pyrrolo[2,3-b]pyridin-5-yl)acetic acid

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Technology Process of (S)-2-(tert-butoxy)-2-(4-(4-chlorophenyl)-1-(2-methoxyethyl)-2,3,6-trimethyl-1H-pyrrolo[2,3-b]pyridin-5-yl)acetic acid

There total 17 articles about (S)-2-(tert-butoxy)-2-(4-(4-chlorophenyl)-1-(2-methoxyethyl)-2,3,6-trimethyl-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: 87.0%

: (S)-methyl 2-tert-butoxy-2-(4-(4-chlorophenyl)-1-(2-methoxyethyl)-2,3,6-trimethyl-1H-pyrrolo[2,3-b]pyridin-5-yl)acetate

: 1626383-95-6
(S)-2-(tert-butoxy)-2-(4-(4-chlorophenyl)-1-(2-methoxyethyl)-2,3,6-trimethyl-1H-pyrrolo[2,3-b]pyridin-5-yl)acetic acid

Guidance literature:: With methanol; sodium hydroxide; In tetrahydrofuran; at 30 ℃; for 18h;

Reference yield:

: 1436855-52-5
4-(4-chlorophenyl)-1-(4-methoxybenzyl)-2,3,6-trimethyl-1H-pyrrolo[2,3-b]pyridine-5-carboaldehyde

: 1626383-95-6
(S)-2-(tert-butoxy)-2-(4-(4-chlorophenyl)-1-(2-methoxyethyl)-2,3,6-trimethyl-1H-pyrrolo[2,3-b]pyridin-5-yl)acetic acid

Guidance literature:: Multi-step reaction with 8 steps

1.1: zinc(II) iodide / dichloromethane / 4 h / 0 - 25 °C / Inert atmosphere

2.1: hydrogenchloride / water / 18 h / 100 °C

3.1: sulfuric acid / 18 h / Reflux

4.1: trifluoroacetic anhydride / dichloromethane; dimethyl sulfoxide / 1 h / -78 °C

4.2: 0.5 h

5.1: (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; benzo[1,3,2]dioxaborole / dichloromethane; toluene / 6 h / -35 - 0 °C

6.1: perchloric acid / dichloromethane / 5 h / 10 - 20 °C

7.1: tetrabutylammomium bromide; potassium hydroxide / dichloromethane / 5 h / 30 °C

8.1: sodium hydroxide; methanol / tetrahydrofuran / 18 h / 30 °C

With hydrogenchloride; methanol; perchloric acid; sulfuric acid; tetrabutylammomium bromide; trifluoroacetic anhydride; potassium hydroxide; sodium hydroxide; zinc(II) iodide; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; benzo[1,3,2]dioxaborole; In tetrahydrofuran; dichloromethane; water; dimethyl sulfoxide; toluene;

Reference yield:

: 1436855-51-4
(4-(4-chlorophenyl)-1-(4-methoxybenzyl)-2,3,6-trimethyl-1H-pyrrolo[2,3-b]pyridin-5-yl)methanol

: 1626383-95-6
(S)-2-(tert-butoxy)-2-(4-(4-chlorophenyl)-1-(2-methoxyethyl)-2,3,6-trimethyl-1H-pyrrolo[2,3-b]pyridin-5-yl)acetic acid

Guidance literature:: Multi-step reaction with 9 steps

1.1: sulfur trioxide pyridine complex; triethylamine / dimethyl sulfoxide / 3 h / 10 - 25 °C

2.1: zinc(II) iodide / dichloromethane / 4 h / 0 - 25 °C / Inert atmosphere

3.1: hydrogenchloride / water / 18 h / 100 °C

4.1: sulfuric acid / 18 h / Reflux

5.1: trifluoroacetic anhydride / dichloromethane; dimethyl sulfoxide / 1 h / -78 °C

5.2: 0.5 h

6.1: (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; benzo[1,3,2]dioxaborole / dichloromethane; toluene / 6 h / -35 - 0 °C

7.1: perchloric acid / dichloromethane / 5 h / 10 - 20 °C

8.1: tetrabutylammomium bromide; potassium hydroxide / dichloromethane / 5 h / 30 °C

9.1: sodium hydroxide; methanol / tetrahydrofuran / 18 h / 30 °C

With hydrogenchloride; methanol; perchloric acid; sulfuric acid; tetrabutylammomium bromide; sulfur trioxide pyridine complex; triethylamine; trifluoroacetic anhydride; potassium hydroxide; sodium hydroxide; zinc(II) iodide; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; benzo[1,3,2]dioxaborole; In tetrahydrofuran; dichloromethane; water; dimethyl sulfoxide; toluene;