tert-butyl 4-{5-[2-{[2-(benzyloxy)-4,6-dimethylpyridin-3-yl]methyl}-8-chloro-1-oxo-7-(propan-2-yloxy)-1,2,3,4-tetrahydroisoquinolin-5-yl]pyridin-2-yl}piperazine-1-carboxylate

Base Information

• Chemical Name: tert-butyl 4-{5-[2-{[2-(benzyloxy)-4,6-dimethylpyridin-3-yl]methyl}-8-chloro-1-oxo-7-(propan-2-yloxy)-1,2,3,4-tetrahydroisoquinolin-5-yl]pyridin-2-yl}piperazine-1-carboxylate
• CAS No.: 1616289-66-7
• Molecular Formula: C₄₁H₄₈ClN₅O₅
• Molecular Weight: 726.316
• Mol file: 1616289-66-7.mol

Synonyms:tert-butyl 4-{5-[2-{[2-(benzyloxy)-4,6-dimethylpyridin-3-yl]methyl}-8-chloro-1-oxo-7-(propan-2-yloxy)-1,2,3,4-tetrahydroisoquinolin-5-yl]pyridin-2-yl}piperazine-1-carboxylate

Chemical Property of tert-butyl 4-{5-[2-{[2-(benzyloxy)-4,6-dimethylpyridin-3-yl]methyl}-8-chloro-1-oxo-7-(propan-2-yloxy)-1,2,3,4-tetrahydroisoquinolin-5-yl]pyridin-2-yl}piperazine-1-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl 4-{5-[2-{[2-(benzyloxy)-4,6-dimethylpyridin-3-yl]methyl}-8-chloro-1-oxo-7-(propan-2-yloxy)-1,2,3,4-tetrahydroisoquinolin-5-yl]pyridin-2-yl}piperazine-1-carboxylate

There total 18 articles about tert-butyl 4-{5-[2-{[2-(benzyloxy)-4,6-dimethylpyridin-3-yl]methyl}-8-chloro-1-oxo-7-(propan-2-yloxy)-1,2,3,4-tetrahydroisoquinolin-5-yl]pyridin-2-yl}piperazine-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: 58.0%

2-(4-tert-butyloxycarbonyl-piperizin-1-yl)pyridine-5-boronic acid pinacol ester (496786-98-2) + 2-{[2-(benzyloxy)-4,6-dimethylpyridin-3-yl]methyl}-5-bromo-8-chloro-7-(propan-2-yloxy)-3,4-dihydroisoquinolin-1(2H)-one (1616289-64-5) → tert-butyl 4-{5-[2-{[2-(benzyloxy)-4,6-dimethylpyridin-3-yl]methyl}-8-chloro-1-oxo-7-(propan-2-yloxy)-1,2,3,4-tetrahydroisoquinolin-5-yl]pyridin-2-yl}piperazine-1-carboxylate (1616289-66-7)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium carbonate; In 1,4-dioxane; at 120 ℃; for 0.5h; Microwave irradiation;

Reference yield:

2-(benzyloxy)-4,6-dimethylpyridine-3-carbaldehyde (721959-71-3) → tert-butyl 4-{5-[2-{[2-(benzyloxy)-4,6-dimethylpyridin-3-yl]methyl}-8-chloro-1-oxo-7-(propan-2-yloxy)-1,2,3,4-tetrahydroisoquinolin-5-yl]pyridin-2-yl}piperazine-1-carboxylate (1616289-66-7)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sodium tetrahydroborate; methanol / 2 h / 0 - 20 °C

2.1: thionyl chloride / dichloromethane / 0.5 h / -40 °C / Inert atmosphere

3.1: potassium hexamethylsilazane / 1,4-dioxane / 0.5 h / 20 °C

3.2: 5 h / 100 °C

4.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium carbonate / 1,4-dioxane / 0.5 h / 120 °C / Microwave irradiation

With methanol; sodium tetrahydroborate; thionyl chloride; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium hexamethylsilazane; sodium carbonate; In 1,4-dioxane; dichloromethane;

Reference yield:

2-hydroxy-4,6-dimethyl-3-carbonitrile (769-28-8,70254-47-6) → tert-butyl 4-{5-[2-{[2-(benzyloxy)-4,6-dimethylpyridin-3-yl]methyl}-8-chloro-1-oxo-7-(propan-2-yloxy)-1,2,3,4-tetrahydroisoquinolin-5-yl]pyridin-2-yl}piperazine-1-carboxylate (1616289-66-7)

Guidance literature:

Multi-step reaction with 6 steps

1.1: silver(l) oxide / toluene / 20 h / 110 °C

2.1: diisobutylaluminium hydride / toluene; dichloromethane / 3 h / 0 - 20 °C

3.1: sodium tetrahydroborate; methanol / 2 h / 0 - 20 °C

4.1: thionyl chloride / dichloromethane / 0.5 h / -40 °C / Inert atmosphere

5.1: potassium hexamethylsilazane / 1,4-dioxane / 0.5 h / 20 °C

5.2: 5 h / 100 °C

6.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium carbonate / 1,4-dioxane / 0.5 h / 120 °C / Microwave irradiation

With methanol; sodium tetrahydroborate; thionyl chloride; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium hexamethylsilazane; diisobutylaluminium hydride; sodium carbonate; silver(l) oxide; In 1,4-dioxane; dichloromethane; toluene;

upstream raw materials:

2-hydroxy-4,6-dimethyl-3-carbonitrile

2-(benzyloxy)-4,6-dimethylpyridine-3-carbonitrile

2-(benzyloxy)-4,6-dimethylpyridine-3-carbaldehyde

[2-(benzyloxy)-4,6-dimethylpyridin-3-yl]methanol