4-(8-methoxy-1-((S)-1-methoxypropan-2-yl)-2-(tetrahydro-2H-pyran-4-yl)-1H-imidazo[4,5-c]quinolin-7-yl)-3,5-dimethylisoxazole

Base Information

• Chemical Name: 4-(8-methoxy-1-((S)-1-methoxypropan-2-yl)-2-(tetrahydro-2H-pyran-4-yl)-1H-imidazo[4,5-c]quinolin-7-yl)-3,5-dimethylisoxazole
• CAS No.: 1422554-35-5
• Molecular Formula: C₂₅H₃₀N₄O₄
• Molecular Weight: 450.538
• Mol file: 1422554-35-5.mol

Synonyms:

Chemical Property of 4-(8-methoxy-1-((S)-1-methoxypropan-2-yl)-2-(tetrahydro-2H-pyran-4-yl)-1H-imidazo[4,5-c]quinolin-7-yl)-3,5-dimethylisoxazole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(8-methoxy-1-((S)-1-methoxypropan-2-yl)-2-(tetrahydro-2H-pyran-4-yl)-1H-imidazo[4,5-c]quinolin-7-yl)-3,5-dimethylisoxazole

There total 8 articles about 4-(8-methoxy-1-((S)-1-methoxypropan-2-yl)-2-(tetrahydro-2H-pyran-4-yl)-1H-imidazo[4,5-c]quinolin-7-yl)-3,5-dimethylisoxazole 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: 44.0%

4-(8-methoxy-1-(1-methoxypropan-2-yl)-2-(tetrahydro-2H-pyran-4-yl)-1H-imidazo[4,5-c]quinolin-7-yl)-3,5-dimethylisoxazole (1422554-33-3) → 4-(8-methoxy-1-((R)-1-methoxypropan-2-yl)-2-(tetrahydro-2H-pyran-4-yl)-1H-imidazo[4,5-c]quinolin-7-yl)-3,5-dimethylisoxazole (1422554-34-4) + 4-(8-methoxy-1-((S)-1-methoxypropan-2-yl)-2-(tetrahydro-2H-pyran-4-yl)-1H-imidazo[4,5-c]quinolin-7-yl)-3,5-dimethylisoxazole (1422554-35-5)

Guidance literature:

With column; In ethanol; n-heptane; Resolution of racemate;

DOI:10.1021/acs.jmedchem.1c00855

Reference yield:

4-chloro-7-(3,5-dimethyl-1,2-oxazol-4-yl)-6-methoxy-3-nitroquinoline (1300031-65-5) → 4-(8-methoxy-1-((R)-1-methoxypropan-2-yl)-2-(tetrahydro-2H-pyran-4-yl)-1H-imidazo[4,5-c]quinolin-7-yl)-3,5-dimethylisoxazole (1422554-34-4) + 4-(8-methoxy-1-((S)-1-methoxypropan-2-yl)-2-(tetrahydro-2H-pyran-4-yl)-1H-imidazo[4,5-c]quinolin-7-yl)-3,5-dimethylisoxazole (1422554-35-5)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 1,4-dioxane / 1.5 h / 70 °C

2.1: ethyl acetate; hydrogen; palladium 10% on activated carbon / dimethyl sulfoxide / 20 °C / 750.08 Torr

3.1: pyridine / dichloromethane / 3.5 h / 20 °C / Inert atmosphere

3.2: Reflux; Inert atmosphere

4.1: column / ethanol; n-heptane / Resolution of racemate

With pyridine; palladium 10% on activated carbon; hydrogen; ethyl acetate; In 1,4-dioxane; ethanol; n-heptane; dichloromethane; dimethyl sulfoxide;

DOI:10.1021/acs.jmedchem.1c00855

Reference yield:

7-(3,5-dimethyl-4-isoxazolyl)-N-[1-methyl-2-(methyloxy)ethyl]-6-(methyloxy)-3-nitro-4-quinolinamine (1403491-42-8) → 4-(8-methoxy-1-((R)-1-methoxypropan-2-yl)-2-(tetrahydro-2H-pyran-4-yl)-1H-imidazo[4,5-c]quinolin-7-yl)-3,5-dimethylisoxazole (1422554-34-4) + 4-(8-methoxy-1-((S)-1-methoxypropan-2-yl)-2-(tetrahydro-2H-pyran-4-yl)-1H-imidazo[4,5-c]quinolin-7-yl)-3,5-dimethylisoxazole (1422554-35-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: ethyl acetate; hydrogen; palladium 10% on activated carbon / dimethyl sulfoxide / 20 °C / 750.08 Torr

2.1: pyridine / dichloromethane / 3.5 h / 20 °C / Inert atmosphere

2.2: Reflux; Inert atmosphere

3.1: column / ethanol; n-heptane / Resolution of racemate

With pyridine; palladium 10% on activated carbon; hydrogen; ethyl acetate; In ethanol; n-heptane; dichloromethane; dimethyl sulfoxide;

DOI:10.1021/acs.jmedchem.1c00855

upstream raw materials:

4-(8-methoxy-1-(1-methoxypropan-2-yl)-2-(tetrahydro-2H-pyran-4-yl)-1H-imidazo[4,5-c]quinolin-7-yl)-3,5-dimethylisoxazole

4-chloro-7-(3,5-dimethyl-1,2-oxazol-4-yl)-6-methoxy-3-nitroquinoline

7-(3,5-dimethyl-4-isoxazolyl)-N-[1-methyl-2-(methyloxy)ethyl]-6-(methyloxy)-3-nitro-4-quinolinamine

7-(3,5-dimethyl-4-isoxazolyl)-N⁴-[1-methyl-2-(methyloxy)ethyl]-6-(methyloxy)-3,4-quinolinediamine