tert-butyl-5-bromo-3-[(1S)-1-(2-chloro-6-{[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]methoxy}-3-fluorophenyl)ethyl]-1H-pyrrolo[2,3-b]pyridine-1-carboxylate

Base Information

Chemical Name:tert-butyl-5-bromo-3-[(1S)-1-(2-chloro-6-{[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]methoxy}-3-fluorophenyl)ethyl]-1H-pyrrolo[2,3-b]pyridine-1-carboxylate
CAS No.:1350325-58-4
Molecular Formula:C₂₆H₂₉BrClFN₂O₅
Molecular Weight:583.882
Hs Code.:

Synonyms:tert-butyl-5-bromo-3-[(1S)-1-(2-chloro-6-{[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]methoxy}-3-fluorophenyl)ethyl]-1H-pyrrolo[2,3-b]pyridine-1-carboxylate

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Chemical Property of tert-butyl-5-bromo-3-[(1S)-1-(2-chloro-6-{[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]methoxy}-3-fluorophenyl)ethyl]-1H-pyrrolo[2,3-b]pyridine-1-carboxylate

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Technology Process of tert-butyl-5-bromo-3-[(1S)-1-(2-chloro-6-{[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]methoxy}-3-fluorophenyl)ethyl]-1H-pyrrolo[2,3-b]pyridine-1-carboxylate

There total 11 articles about tert-butyl-5-bromo-3-[(1S)-1-(2-chloro-6-{[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]methoxy}-3-fluorophenyl)ethyl]-1H-pyrrolo[2,3-b]pyridine-1-carboxylate 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:

: 1350324-13-8
tert-butyl 5-bromo-3-[(1S)-1-(2-chloro-3-fluoro-6-hydroxyphenyl)ethyl]-1H-pyrrolo[2,3-b]pyridine-1-carboxylate

: 23788-74-1,7305-59-1
(R)-2,2-dimethyl-1,3-dioxolane-4-ylmethyl p-toluenesulfonate

: 1350325-58-4
tert-butyl-5-bromo-3-[(1S)-1-(2-chloro-6-{[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]methoxy}-3-fluorophenyl)ethyl]-1H-pyrrolo[2,3-b]pyridine-1-carboxylate

Guidance literature:: With potassium carbonate; In N,N-dimethyl-formamide; at 110 ℃; for 1.5h; microwave irradiation;

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 1350325-58-4
tert-butyl-5-bromo-3-[(1S)-1-(2-chloro-6-{[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]methoxy}-3-fluorophenyl)ethyl]-1H-pyrrolo[2,3-b]pyridine-1-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydride / tetrahydrofuran; mineral oil / 1 h / -40 - -10 °C

1.2: 17 h / -40 - 20 °C

2.1: piperidine / dichloromethane / 16 h / 20 °C

3.1: potassium carbonate / N,N-dimethyl-formamide / 1.5 h / 110 °C / microwave irradiation

With piperidine; sodium hydride; potassium carbonate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; mineral oil;

Reference yield:

: 183208-35-7
5-bromo-1H-pyrrolo[2,3-b]pyridine

: 1350325-58-4
tert-butyl-5-bromo-3-[(1S)-1-(2-chloro-6-{[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]methoxy}-3-fluorophenyl)ethyl]-1H-pyrrolo[2,3-b]pyridine-1-carboxylate

Guidance literature:: Multi-step reaction with 7 steps

1.1: potassium hydroxide / methanol / 12 h / 20 °C

2.1: boron trifluoride diethyl etherate / tetrahydrofuran / 0.5 h / -60 °C

2.2: -60 - 45 °C / Inert atmosphere

3.1: ChiralPak IA / carbon dioxide; methanol / Resolution of racemate

4.1: boron tribromide / dichloromethane / 18.16 h / -78 - 20 °C

4.2: 0.5 h / 0 - 20 °C

5.1: sodium hydride / tetrahydrofuran; mineral oil / 1 h / -40 - -10 °C

5.2: 17 h / -40 - 20 °C

6.1: piperidine / dichloromethane / 16 h / 20 °C

7.1: potassium carbonate / N,N-dimethyl-formamide / 1.5 h / 110 °C / microwave irradiation

With piperidine; boron trifluoride diethyl etherate; boron tribromide; sodium hydride; potassium carbonate; potassium hydroxide; In tetrahydrofuran; methanol; dichloromethane; carbon dioxide; N,N-dimethyl-formamide; mineral oil;