2-{[2-(benzyloxy)-4,6-dimethylpyridin-3-yl]methyl}-8-chloro-1-oxo-7-(propan-2-yloxy)-1,2,3,4-tetrahydroisoquinoline-5-carboxylic acid

Base Information

• Chemical Name: 2-{[2-(benzyloxy)-4,6-dimethylpyridin-3-yl]methyl}-8-chloro-1-oxo-7-(propan-2-yloxy)-1,2,3,4-tetrahydroisoquinoline-5-carboxylic acid
• CAS No.: 1616289-68-9
• Molecular Formula: C₂₈H₂₉ClN₂O₅
• Molecular Weight: 509.002
• Mol file: 1616289-68-9.mol

Synonyms:2-{[2-(benzyloxy)-4,6-dimethylpyridin-3-yl]methyl}-8-chloro-1-oxo-7-(propan-2-yloxy)-1,2,3,4-tetrahydroisoquinoline-5-carboxylic acid

Chemical Property of 2-{[2-(benzyloxy)-4,6-dimethylpyridin-3-yl]methyl}-8-chloro-1-oxo-7-(propan-2-yloxy)-1,2,3,4-tetrahydroisoquinoline-5-carboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-{[2-(benzyloxy)-4,6-dimethylpyridin-3-yl]methyl}-8-chloro-1-oxo-7-(propan-2-yloxy)-1,2,3,4-tetrahydroisoquinoline-5-carboxylic acid

There total 12 articles about 2-{[2-(benzyloxy)-4,6-dimethylpyridin-3-yl]methyl}-8-chloro-1-oxo-7-(propan-2-yloxy)-1,2,3,4-tetrahydroisoquinoline-5-carboxylic 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: 33.0%

2-(benzyloxy)-3-(chloromethyl)-4,6-dimethylpyridine (1303445-99-9) + methyl 8-chloro-1-oxo-7-(propan-2-yloxy)-1,2,3,4-tetrahydroisoquinoline-5-carboxylate (1616288-55-1) → 2-{[2-(benzyloxy)-4,6-dimethylpyridin-3-yl]methyl}-8-chloro-1-oxo-7-(propan-2-yloxy)-1,2,3,4-tetrahydroisoquinoline-5-carboxylic acid (1616289-68-9)

Guidance literature:

With potassium hexamethylsilazane; In 1,4-dioxane; at 100 ℃; for 1h;

Reference yield:

2-hydroxy-4,6-dimethyl-3-carbonitrile (769-28-8,70254-47-6) → 2-{[2-(benzyloxy)-4,6-dimethylpyridin-3-yl]methyl}-8-chloro-1-oxo-7-(propan-2-yloxy)-1,2,3,4-tetrahydroisoquinoline-5-carboxylic acid (1616289-68-9)

Guidance literature:

Multi-step reaction with 5 steps

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

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

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

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

5: potassium hexamethylsilazane / 1,4-dioxane / 1 h / 100 °C

With methanol; sodium tetrahydroborate; thionyl chloride; potassium hexamethylsilazane; diisobutylaluminium hydride; silver(l) oxide; In 1,4-dioxane; dichloromethane; toluene;

Reference yield:

2-(benzyloxy)-4,6-dimethylpyridine-3-carbaldehyde (721959-71-3) → 2-{[2-(benzyloxy)-4,6-dimethylpyridin-3-yl]methyl}-8-chloro-1-oxo-7-(propan-2-yloxy)-1,2,3,4-tetrahydroisoquinoline-5-carboxylic acid (1616289-68-9)

Guidance literature:

Multi-step reaction with 3 steps

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

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

3: potassium hexamethylsilazane / 1,4-dioxane / 1 h / 100 °C

With methanol; sodium tetrahydroborate; thionyl chloride; potassium hexamethylsilazane; In 1,4-dioxane; dichloromethane;

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

Downstream raw materials:

2-{[2-(benzyloxy)-4,6-dimethylpyridin-3-yl]methyl}-8-chloro-N,N-dimethyl-1-oxo-7-(propan-2-yloxy)-1,2,3,4-tetrahydroisoquinoline-5-carboxamide