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

Base Information

Chemical Name:(R)-7-(3-tert-butoxycarbonylaminopiperidin-1-yl)-1-(2-cyanobenzyl)-3-methyl-2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridine-5-formylic acid
CAS No.:1314947-55-1
Molecular Formula:C₂₆H₃₀N₆O₅
Molecular Weight:506.561
Hs Code.:

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

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Chemical Property of (R)-7-(3-tert-butoxycarbonylaminopiperidin-1-yl)-1-(2-cyanobenzyl)-3-methyl-2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridine-5-formylic acid

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Technology Process of (R)-7-(3-tert-butoxycarbonylaminopiperidin-1-yl)-1-(2-cyanobenzyl)-3-methyl-2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridine-5-formylic acid

There total 6 articles about (R)-7-(3-tert-butoxycarbonylaminopiperidin-1-yl)-1-(2-cyanobenzyl)-3-methyl-2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridine-5-formylic 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: 77.1%

: 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

: 1314947-55-1
(R)-7-(3-tert-butoxycarbonylaminopiperidin-1-yl)-1-(2-cyanobenzyl)-3-methyl-2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridine-5-formylic acid

Guidance literature:: (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; With sodium hydroxide; In methanol; dichloromethane; water;

With hydrogenchloride; In methanol; dichloromethane; water; pH=~ 5;

Reference yield:

: 4966-90-9
4-hydroxy-6-methyl-3-nitro-2(1H)-pyridinone

: 1314947-55-1
(R)-7-(3-tert-butoxycarbonylaminopiperidin-1-yl)-1-(2-cyanobenzyl)-3-methyl-2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridine-5-formylic acid

Guidance literature:: Multi-step reaction with 9 steps

1: trichlorophosphate; N,N-dimethyl-aniline / 1.5 h / 95 °C / Inert atmosphere

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

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

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

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

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

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

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

9: water; sodium hydroxide / methanol; dichloromethane / 0 - 20 °C / Inert atmosphere

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

Reference yield:

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

: 1314947-55-1
(R)-7-(3-tert-butoxycarbonylaminopiperidin-1-yl)-1-(2-cyanobenzyl)-3-methyl-2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridine-5-formylic acid

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: water; sodium hydroxide / methanol; dichloromethane / 0 - 20 °C / Inert atmosphere

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