4-(2,3-Dichlorophenyl)-5-(methoxycarbonyl)-2,6-dimethyl-1,4-dihydropyridine-3-carboxylic acid

Base Information

• Chemical Name: 4-(2,3-Dichlorophenyl)-5-(methoxycarbonyl)-2,6-dimethyl-1,4-dihydropyridine-3-carboxylic acid
• CAS No.: 105580-45-8
• Molecular Formula: C₁₆H₁₅Cl₂NO₄
• Molecular Weight: 356.205
• Hs Code.: 2933399090
• UNII: 446669RI9H
• DSSTox Substance ID: DTXSID30383176
• Nikkaji Number: J826.431G
• Wikidata: Q27258714
• Mol file: 105580-45-8.mol

Synonyms:4-(2,3-Dichlorophenyl)-5-(methoxycarbonyl)-2,6-dimethyl-1,4-dihydropyridine-3-carboxylic acid;123853-39-4;105580-45-8;H-152/81;4-(2,3-dichlorophenyl)-5-methoxycarbonyl-2,6-dimethyl-1,4-dihydropyridine-3-carboxylic Acid;4-(2,3-DICHLORO-PHENYL)-2,6-DIMETHYL-1,4-DIHYDRO-PYRIDINE-3,5-DICARBOXYLIC ACID MONOMETHYL ESTER;UNII-446669RI9H;MFCD06654363;3,5-Pyridinedicarboxylic acid, 4-(2,3-dichlorophenyl)-1,4-dihydro-2,6-dimethyl-, 3-methyl ester;446669RI9H;Desethyl Felodipine;C16H15Cl2NO4;SCHEMBL820019;DTXSID30383176;LHAOQTPGTBGTIG-UHFFFAOYSA-N;AMY23255;BCP09129;AKOS015901816;CS-W009229;AC-27027;DS-14947;SY028070;FT-0696469;F19511;A890642;A898881;Q27258714;2,6-dimethyl-3-carbomethoxy-4-(2,3-dichlorophenyl)-5-carboxy-1,4-dihydropyridine;1,4-dihydro-2,6-dimethyl-5-methoxycarbonyl-4-(2,3-dichlorophenyl)pyridine-3-carboxylic acid;4-(2,3-dichlorophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylic acid monomethyl ester;4-(2,3-Dichlorophenyl)-5-(methoxycarbonyl)-2,6-dimethyl-1,4-dihydropyridine-3-carboxylicacid

Chemical Property of 4-(2,3-Dichlorophenyl)-5-(methoxycarbonyl)-2,6-dimethyl-1,4-dihydropyridine-3-carboxylic acid

Chemical Property:

• PSA: 75.63000
• LogP: 3.81460
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 355.0378133
• Heavy Atom Count: 23
• Complexity: 585

Purity/Quality:

99% ^*data from raw suppliers

4-(2,3-DICHLOROPHENYL)-5-(METHOXYCARBONYL)-2,6-DIMETHYL-1,4-DIHYDROPYRIDINE-3-CARBOXYLIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(C(=C(N1)C)C(=O)OC)C2=C(C(=CC=C2)Cl)Cl)C(=O)O

Technology Process of 4-(2,3-Dichlorophenyl)-5-(methoxycarbonyl)-2,6-dimethyl-1,4-dihydropyridine-3-carboxylic acid

There total 5 articles about 4-(2,3-Dichlorophenyl)-5-(methoxycarbonyl)-2,6-dimethyl-1,4-dihydropyridine-3-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:

(+)-methyl pivaloyloxymethyl 4-(2,3-dichlorophenyl)-1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylate (138279-28-4) → 4-(2,3-Dichloro-phenyl)-2,6-dimethyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid monomethyl ester (105580-45-8,105580-46-9,105580-47-0,123853-39-4)

Guidance literature:

With potassium hydroxide; In methanol;

DOI:10.1016/S0040-4039(00)93560-3

Reference yield:

4-(2,3-Dichloro-phenyl)-1-methoxymethyl-2,6-dimethyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid (141600-77-3) → 4-(2,3-Dichloro-phenyl)-2,6-dimethyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid monomethyl ester (105580-45-8,105580-46-9,105580-47-0,123853-39-4)

Guidance literature:

Multi-step reaction with 5 steps

1: sodium hydride / dimethylformamide

2: diisopropyl ether; H₂O / 6 h / 25 °C / lipase B

3: CH₂Cl₂

4: dil. HCl / acetone

5: KOH / methanol

With hydrogenchloride; potassium hydroxide; sodium hydride; In methanol; dichloromethane; di-isopropyl ether; water; N,N-dimethyl-formamide; acetone;

DOI:10.1016/S0040-4039(00)93560-3

Reference yield:

4-(2,3-Dichloro-phenyl)-1-methoxymethyl-2,6-dimethyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid 3-(2,2-dimethyl-propionyloxymethyl) ester 5-methyl ester (138279-25-1) → 4-(2,3-Dichloro-phenyl)-2,6-dimethyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid monomethyl ester (105580-45-8,105580-46-9,105580-47-0,123853-39-4)

Guidance literature:

Multi-step reaction with 2 steps

1: dil. HCl / acetone

2: KOH / methanol

With hydrogenchloride; potassium hydroxide; In methanol; acetone;

DOI:10.1016/S0040-4039(00)93560-3

upstream raw materials:

(+)-methyl pivaloyloxymethyl 4-(2,3-dichlorophenyl)-1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylate

4-(2,3-Dichloro-phenyl)-1-methoxymethyl-2,6-dimethyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid

4-(2,3-Dichloro-phenyl)-1-methoxymethyl-2,6-dimethyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid 3-(2,2-dimethyl-propionyloxymethyl) ester 5-methyl ester

bis(pivaloyloxymethyl) 4-(2,3-dichlorophenyl)-1,4-dihydro-1-(methoxymethyl)-2,6-dimethyl-3,5-pyridinedicarboxylate

Refernces