tert-butyl (3R)-3-({[3-(pyridin-4-yl)-1-trityl-1H-indazol-5-yl]carbonyl}amino)piperidine-1-carboxylate

Base Information

Chemical Name:tert-butyl (3R)-3-({[3-(pyridin-4-yl)-1-trityl-1H-indazol-5-yl]carbonyl}amino)piperidine-1-carboxylate
CAS No.:1353254-69-9
Molecular Formula:C₄₂H₄₁N₅O₃
Molecular Weight:663.819
Hs Code.:

Synonyms:tert-butyl (3R)-3-({[3-(pyridin-4-yl)-1-trityl-1H-indazol-5-yl]carbonyl}amino)piperidine-1-carboxylate

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Chemical Property of tert-butyl (3R)-3-({[3-(pyridin-4-yl)-1-trityl-1H-indazol-5-yl]carbonyl}amino)piperidine-1-carboxylate

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Technology Process of tert-butyl (3R)-3-({[3-(pyridin-4-yl)-1-trityl-1H-indazol-5-yl]carbonyl}amino)piperidine-1-carboxylate

There total 5 articles about tert-butyl (3R)-3-({[3-(pyridin-4-yl)-1-trityl-1H-indazol-5-yl]carbonyl}amino)piperidine-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: 95.0%

: 1353254-54-2
(R)-tert-butyl 3-(3-bromo-1-trityl-1H-indazole-5-carboxamido)piperidine-1-carboxylate

: 181219-01-2
4-pyridineboronic acid pinacol ester

: 1353254-69-9
tert-butyl (3R)-3-({[3-(pyridin-4-yl)-1-trityl-1H-indazol-5-yl]carbonyl}amino)piperidine-1-carboxylate

Guidance literature:: With potassium phosphate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In 1,4-dioxane; water; at 80 ℃; for 16h; Inert atmosphere;

Reference yield:

: 1353255-12-5
ethyl 1H-indazole-5-carboxylate hydrochloride

: 1353254-69-9
tert-butyl (3R)-3-({[3-(pyridin-4-yl)-1-trityl-1H-indazol-5-yl]carbonyl}amino)piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: bromine / ethanol / 18 h / 20 °C

1.2: pH 10 - 11 / Cooling with ice

2.1: sodium hydride / tetrahydrofuran / 0.25 h / 5 - 10 °C

2.2: 20 °C

3.1: lithium hydroxide / tetrahydrofuran / 50 °C

3.2: pH ~ 4

4.1: HATU / N,N-dimethyl-formamide / 0.25 h / 20 °C

4.2: 0.5 h / 20 °C

5.1: potassium phosphate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane; water / 16 h / 80 °C / Inert atmosphere

With potassium phosphate; bromine; sodium hydride; HATU; lithium hydroxide; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; 1,4-dioxane; ethanol; water; N,N-dimethyl-formamide;

Reference yield:

: ethyl 3-bromo-1H-indazole-5-carboxylate

: 1353254-69-9
tert-butyl (3R)-3-({[3-(pyridin-4-yl)-1-trityl-1H-indazol-5-yl]carbonyl}amino)piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hydride / tetrahydrofuran / 0.25 h / 5 - 10 °C

1.2: 20 °C

2.1: lithium hydroxide / tetrahydrofuran / 50 °C

2.2: pH ~ 4

3.1: HATU / N,N-dimethyl-formamide / 0.25 h / 20 °C

3.2: 0.5 h / 20 °C

4.1: potassium phosphate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane; water / 16 h / 80 °C / Inert atmosphere

With potassium phosphate; sodium hydride; HATU; lithium hydroxide; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; 1,4-dioxane; water; N,N-dimethyl-formamide;