(R)-1-[1-(2-cyanobenzyl)-3-methyl-5-hydroxymethyl-2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin-7-yl]piperidine-3-carbamic acid tert-butyl ester

Base Information

Chemical Name:(R)-1-[1-(2-cyanobenzyl)-3-methyl-5-hydroxymethyl-2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin-7-yl]piperidine-3-carbamic acid tert-butyl ester
CAS No.:1314947-53-9
Molecular Formula:C₂₆H₃₂N₆O₄
Molecular Weight:492.578
Hs Code.:

Synonyms:(R)-1-[1-(2-cyanobenzyl)-3-methyl-5-hydroxymethyl-2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin-7-yl]piperidine-3-carbamic acid tert-butyl ester

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Chemical Property of (R)-1-[1-(2-cyanobenzyl)-3-methyl-5-hydroxymethyl-2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin-7-yl]piperidine-3-carbamic acid tert-butyl ester

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Technology Process of (R)-1-[1-(2-cyanobenzyl)-3-methyl-5-hydroxymethyl-2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin-7-yl]piperidine-3-carbamic acid tert-butyl ester

There total 6 articles about (R)-1-[1-(2-cyanobenzyl)-3-methyl-5-hydroxymethyl-2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin-7-yl]piperidine-3-carbamic acid tert-butyl ester 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: 51.0%

: 1314947-51-7
(R)-7-(3-tert-butoxycarbonylaminopiperidin-1-yl)-1-(2-cyanobenzyl)-3-methyl-5-methoxycarbonyl-2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridine

: 1314947-53-9
(R)-1-[1-(2-cyanobenzyl)-3-methyl-5-hydroxymethyl-2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin-7-yl]piperidine-3-carbamic acid tert-butyl ester

Guidance literature:: With potassium borohydride; In ethanol; at 0 - 20 ℃; Inert atmosphere;
DOI:10.1021/ml5001905

Reference yield:

: 850544-26-2
2,4-dichloro-3-nitropyridine-6-carboxylic acid

: 1314947-53-9
(R)-1-[1-(2-cyanobenzyl)-3-methyl-5-hydroxymethyl-2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin-7-yl]piperidine-3-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: ethanol / 48 h / 20 °C / Inert atmosphere

2: ethanol; water / 48 h / 65 °C / Inert atmosphere

3: potassium hydroxide / tetrahydrofuran; water; diethyl ether / -20 °C / Inert atmosphere

4: palladium 10% on activated carbon; hydrogen / methanol / 3 h / Inert atmosphere

5: triethylamine / tetrahydrofuran / 0.5 h / -10 °C / Inert atmosphere

6: potassium carbonate / N,N-dimethyl-formamide / -10 °C / Inert atmosphere

7: potassium borohydride / ethanol / 0 - 20 °C / Inert atmosphere

With potassium borohydride; palladium 10% on activated carbon; hydrogen; potassium carbonate; triethylamine; potassium hydroxide; In tetrahydrofuran; methanol; diethyl ether; ethanol; water; N,N-dimethyl-formamide;
DOI:10.1021/ml5001905

Reference yield:

: 63897-12-1
2,4-dichloro-6-methyl-3-nitropyridine

: 1314947-53-9
(R)-1-[1-(2-cyanobenzyl)-3-methyl-5-hydroxymethyl-2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin-7-yl]piperidine-3-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: sulfuric acid; chromium(VI) oxide / 2.5 h / 60 °C / Inert atmosphere

2: ethanol / 48 h / 20 °C / Inert atmosphere

3: ethanol; water / 48 h / 65 °C / Inert atmosphere

4: potassium hydroxide / tetrahydrofuran; water; diethyl ether / -20 °C / Inert atmosphere

5: palladium 10% on activated carbon; hydrogen / methanol / 3 h / Inert atmosphere

6: triethylamine / tetrahydrofuran / 0.5 h / -10 °C / Inert atmosphere

7: potassium carbonate / N,N-dimethyl-formamide / -10 °C / Inert atmosphere

8: potassium borohydride / ethanol / 0 - 20 °C / Inert atmosphere

With chromium(VI) oxide; potassium borohydride; sulfuric acid; palladium 10% on activated carbon; hydrogen; potassium carbonate; triethylamine; potassium hydroxide; In tetrahydrofuran; methanol; diethyl ether; ethanol; water; N,N-dimethyl-formamide;
DOI:10.1021/ml5001905