2-(3,5-dimethoxy-benzyl)-5-isobutoxy-3-oxo-3,6-dihydro-2H-pyridine-1-carboxylic acid methyl ester

Base Information

• Chemical Name: 2-(3,5-dimethoxy-benzyl)-5-isobutoxy-3-oxo-3,6-dihydro-2H-pyridine-1-carboxylic acid methyl ester
• CAS No.: 875152-71-9
• Molecular Formula: C₂₀H₂₇NO₆
• Molecular Weight: 377.437
• Mol file: 875152-71-9.mol

Synonyms:2-(3,5-dimethoxy-benzyl)-5-isobutoxy-3-oxo-3,6-dihydro-2H-pyridine-1-carboxylic acid methyl ester

Chemical Property of 2-(3,5-dimethoxy-benzyl)-5-isobutoxy-3-oxo-3,6-dihydro-2H-pyridine-1-carboxylic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(3,5-dimethoxy-benzyl)-5-isobutoxy-3-oxo-3,6-dihydro-2H-pyridine-1-carboxylic acid methyl ester

There total 3 articles about 2-(3,5-dimethoxy-benzyl)-5-isobutoxy-3-oxo-3,6-dihydro-2H-pyridine-1-carboxylic acid methyl 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%

5-isobutoxy-3-oxo-3,6-dihydro-2H-pyridine-1-carboxylic acid methyl ester (875152-61-7) + 3,5-dimethoxybenzyl bromide (877-88-3) → 2-(3,5-dimethoxy-benzyl)-5-isobutoxy-3-oxo-3,6-dihydro-2H-pyridine-1-carboxylic acid methyl ester (875152-71-9)

Guidance literature:

With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 - -15 ℃;

DOI:10.1021/ol052262h

Reference yield: 20.0%

3,5-dimethoxypyridine (18677-48-0) + 2-methyl-propan-1-ol (78-83-1) + 3,5-dimethoxybenzylmagnesium bromide (23815-45-4) + methyl chloroformate (79-22-1) → 2-(3,5-dimethoxy-benzyl)-5-isobutoxy-3-oxo-3,6-dihydro-2H-pyridine-1-carboxylic acid methyl ester (875152-71-9) + 6-(3,5-dimethoxy-benzyl)-5-isobutoxy-3-oxo-3,6-dihydro-2H-pyridine-1-carboxylic acid methyl ester + 4-(3,5-dimethoxy-benzyl)-5-isobutoxy-3-oxo-3,6-dihydro-2H-pyridine-1-carboxylic acid methyl ester

Guidance literature:

3,5-dimethoxypyridine; 3,5-dimethoxybenzylmagnesium bromide; methyl chloroformate; In tetrahydrofuran; at 0 ℃; for 2h;

With hydrogenchloride; In tetrahydrofuran; at 50 ℃; for 4h;

2-methyl-propan-1-ol; With toluene-4-sulfonic acid; In benzene; for 6h; Heating;

DOI:10.1021/ol052262h

Reference yield:

3,5-dioxo-piperidine-1-carboxylic acid methyl ester → 2-(3,5-dimethoxy-benzyl)-5-isobutoxy-3-oxo-3,6-dihydro-2H-pyridine-1-carboxylic acid methyl ester (875152-71-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 7.27 g / TsOH / benzene / 4 h / Heating

2: 51 percent / LHMDS / tetrahydrofuran / -78 - -15 °C

With toluene-4-sulfonic acid; lithium hexamethyldisilazane; In tetrahydrofuran; benzene;

DOI:10.1021/ol052262h

upstream raw materials:

3,5-dimethoxypyridine

2-methyl-propan-1-ol

3,5-dimethoxybenzylmagnesium bromide

methyl chloroformate

Downstream raw materials:

6-(3,5-dimethoxy-benzyl)-5-(3-methoxy-phenyl)-3-oxo-3,6-dihydro-2H-pyridine-1-carboxylic acid methyl ester

2-(3,5-dimethoxy-benzyl)-3-hydroxy-5-isobutoxy-3-(3-methoxy-phenyl)-3,6-dihydro-2H-pyridine-1-carboxylic acid methyl ester