3,5-Pyridinedicarboxylic acid, 2-[(carboxymethoxy)methyl]-4-(2,3-dichlorophenyl)-1,4-dihydro-6-methyl -, 3-ethyl 5-methyl ester

Base Information

• Chemical Name: 3,5-Pyridinedicarboxylic acid, 2-[(carboxymethoxy)methyl]-4-(2,3-dichlorophenyl)-1,4-dihydro-6-methyl -, 3-ethyl 5-methyl ester
• CAS No.: 90445-15-1
• Molecular Formula: C20H21Cl2NO7
• Molecular Weight: 458.295
• Mol file: 90445-15-1.mol

Synonyms:

Chemical Property of 3,5-Pyridinedicarboxylic acid, 2-[(carboxymethoxy)methyl]-4-(2,3-dichlorophenyl)-1,4-dihydro-6-methyl -, 3-ethyl 5-methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3,5-Pyridinedicarboxylic acid, 2-[(carboxymethoxy)methyl]-4-(2,3-dichlorophenyl)-1,4-dihydro-6-methyl -, 3-ethyl 5-methyl ester

There total 2 articles about 3,5-Pyridinedicarboxylic acid, 2-[(carboxymethoxy)methyl]-4-(2,3-dichlorophenyl)-1,4-dihydro-6-methyl -, 3-ethyl 5-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:

methyl 3-aminocrotonate (21731-17-9) + 2,3-dichlorobenzylaldehyde (6334-18-5) + ethyl 4-<(methoxycarbonyl)methoxy>acetoacetate (90445-13-9) → 2-{[4-(2,3-dichlorophenyl)-3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-1,4-dihydropyridin-2-yl]methoxy}acetic acid (90445-15-1)

Guidance literature:

With sodium hydroxide; Yield given. Multistep reaction; 1) MeOH, reflux, 16 h, 2) reflux, 1.5 h;

DOI:10.1021/jm00130a026

Reference yield:

→ 2-{[4-(2,3-dichlorophenyl)-3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-1,4-dihydropyridin-2-yl]methoxy}acetic acid (90445-15-1) + 4-(2-chlorophenyl)-3-ethoxycarbonyl-5-methoxycarbonyl-2-(carboxymethoxy)methyl-6-methyl-1,4-dihydropyridine (90445-14-0)

Guidance literature:

Reference yield: 82.0%

2-{[4-(2,3-dichlorophenyl)-3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-1,4-dihydropyridin-2-yl]methoxy}acetic acid (90445-15-1) → 8-(2,3-Dichloro-phenyl)-6-methyl-4-oxo-1,3,4,8-tetrahydro-pyrido[2,1-c][1,4]oxazine-7,9-dicarboxylic acid 9-ethyl ester 7-methyl ester (101411-54-5)

Guidance literature:

With 4-methyl-morpholine; 1,1'-carbonyldiimidazole; In tetrahydrofuran; for 24h; Ambient temperature;

DOI:10.1021/jm00105a004

upstream raw materials:

methyl 3-aminocrotonate

2,3-dichlorobenzylaldehyde

ethyl 4-<(methoxycarbonyl)methoxy>acetoacetate

Downstream raw materials:

ethyl 4-<<4-(2,3-dichlorophenyl)-3-(ethoxycarbonyl)-5-(methoxycarbonyl)-6-methyl-1,4-dihydropyridin-2-yl>methoxy>acetoacetate

4-(2,3-dichlorophenyl)-3-(ethoxycarbonyl)-5-(methoxycarbonyl)-6-methyl-2-<(2-oxopropoxy)methyl>-1,4-dihydropyridine

4-(2,3-dichlorophenyl)-3-ethoxycarbonyl-2-(2-hydroxyethoxymethyl)-5-methoxycarbonyl-6-methyl-1,4-dihydropyridine

8-(2,3-Dichloro-phenyl)-6-methyl-4-oxo-1,3,4,8-tetrahydro-pyrido[2,1-c][1,4]oxazine-7,9-dicarboxylic acid 9-ethyl ester 7-methyl ester