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

Base Information

• Chemical Name: 3,5-Pyridinedicarboxylic acid, 4-(2,3-dichlorophenyl)-2-(diethoxymethyl)-1,4-dihydro-6-methyl-, 3-ethyl 5-methyl ester
• CAS No.: 89429-70-9
• Molecular Formula: C₂₂H₂₇Cl₂NO₆
• Molecular Weight: 472.365
• Mol file: 89429-70-9.mol

Synonyms:

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

There total 1 articles about 3,5-Pyridinedicarboxylic acid, 4-(2,3-dichlorophenyl)-2-(diethoxymethyl)-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) + ethyl 4,4-diethoxyacetoacetate (10495-09-7) + 2,3-dichlorobenzylaldehyde (6334-18-5) → 4-(2,3-Dichloro-phenyl)-2-diethoxymethyl-6-methyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid 3-ethyl ester 5-methyl ester (89429-70-9)

Guidance literature:

In ethanol; for 16h; Heating;

DOI:10.1016/S0040-4020(01)81539-8

Reference yield:

4-(2,3-Dichloro-phenyl)-2-diethoxymethyl-6-methyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid 3-ethyl ester 5-methyl ester (89429-70-9) → 4-(2,3-dichlorophenyl)-3-ethoxycarbonyl-5-methoxycarbonyl-2-(methoxycarbonyl methylthio)methyl-6-methyl-1,4-dihydropyridine (129207-95-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 2M HCl / acetone / 16 h / Ambient temperature

2: 75 percent / NaBH₄ / methanol / 0.25 h / 0 °C

3: SO₂Cl₂, imidazole / dimethylformamide / 1.5 h / Ambient temperature

4: 53 percent / K₂CO₃ / tetrahydrofuran; dimethylformamide / Ambient temperature

With 1H-imidazole; hydrogenchloride; sodium tetrahydroborate; sulfuryl dichloride; potassium carbonate; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; acetone;

DOI:10.1016/S0040-4020(01)81539-8

Reference yield:

4-(2,3-Dichloro-phenyl)-2-diethoxymethyl-6-methyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid 3-ethyl ester 5-methyl ester (89429-70-9) → 2-chloromethyl-4-(2,3-dichlorophenyl)-3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-1,4-dihydropyridine (129207-94-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 2M HCl / acetone / 16 h / Ambient temperature

2: 75 percent / NaBH₄ / methanol / 0.25 h / 0 °C

3: SO₂Cl₂, imidazole / dimethylformamide / 1.5 h / Ambient temperature

With 1H-imidazole; hydrogenchloride; sodium tetrahydroborate; sulfuryl dichloride; In methanol; N,N-dimethyl-formamide; acetone;

DOI:10.1016/S0040-4020(01)81539-8

upstream raw materials:

methyl 3-aminocrotonate

ethyl 4,4-diethoxyacetoacetate

2,3-dichlorobenzylaldehyde

Downstream raw materials:

4-(2,3-Dichloro-phenyl)-7-hydroxy-2-methyl-5-oxo-1,4,5,7-tetrahydro-furo[3,4-b]pyridine-3-carboxylic acid methyl ester

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

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

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