DIMETHYL 4-(4-METHOXYPHENYL)-2,6-DIMETHYL-1,4-DIHYDROPYRIDINE-3,5-DICARBOXYLATE

Base Information

• Chemical Name: DIMETHYL 4-(4-METHOXYPHENYL)-2,6-DIMETHYL-1,4-DIHYDROPYRIDINE-3,5-DICARBOXYLATE
• CAS No.: 73257-47-3
• Molecular Formula: C18H21 N O5
• Molecular Weight: 331.368
• Mol file: 73257-47-3.mol

Synonyms:3,5-Pyridinedicarboxylicacid, 1,4-dihydro-4-(4-methoxyphenyl)-2,6-dimethyl-, dimethyl ester (9CI);4-(4-Methoxyphenyl)-2,6-dimethyl-3,5-dimethoxycarbonyl-1,4-dihydropyridine

Chemical Property of DIMETHYL 4-(4-METHOXYPHENYL)-2,6-DIMETHYL-1,4-DIHYDROPYRIDINE-3,5-DICARBOXYLATE

Chemical Property:

• Vapor Pressure: 1.39E-08mmHg at 25°C
• Melting Point: 173 °C
• Boiling Point: 458.3ºC at 760 mmHg
• Flash Point: 231ºC
• PSA: 73.86000
• Density: 1.164g/cm3
• LogP: 2.60480

Purity/Quality:

98%Min ^*data from raw suppliers

DIMETHYL 4-(4-METHOXYPHENYL)-2,6-DIMETHYL-1,4-DIHYDROPYRIDINE-3,5-DICARBOXYLATE 95.00% ^*data from reagent suppliers

Safty Information:

• Safety Statements: S24/25:Avoid contact with skin and eyes.

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of DIMETHYL 4-(4-METHOXYPHENYL)-2,6-DIMETHYL-1,4-DIHYDROPYRIDINE-3,5-DICARBOXYLATE

There total 11 articles about DIMETHYL 4-(4-METHOXYPHENYL)-2,6-DIMETHYL-1,4-DIHYDROPYRIDINE-3,5-DICARBOXYLATE 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: 98.0%

4-methoxy-benzaldehyde (123-11-5) + acetoacetic acid methyl ester (105-45-3) → 1,4-dihydro-2,6-dimethyl-4-(p-methoxyphenyl)pyridine-3,5-dicarboxylic acid dimethyl ester (73257-47-3)

Guidance literature:

With ammonium acetate; Zn[(L)proline]2; In ethanol; for 0.0333333h; microwave irradiation;

DOI:10.1002/hc.20197

Reference yield: 94.0%

acetoacetic acid methyl ester (105-45-3) + 4-Methoxybenzyl alcohol (105-13-5) → 1,4-dihydro-2,6-dimethyl-4-(p-methoxyphenyl)pyridine-3,5-dicarboxylic acid dimethyl ester (73257-47-3)

Guidance literature:

With ammonium hydroxide; hydrogen bromide; dimethyl sulfoxide; In water; at 75 ℃; for 2.53333h;

DOI:10.1016/j.tetlet.2018.10.010

Reference yield: 71.0%

4-methoxy-benzaldehyde (123-11-5) + C23H23NO2P(1+)*Cl(1-) → 1,4-dihydro-2,6-dimethyl-4-(p-methoxyphenyl)pyridine-3,5-dicarboxylic acid dimethyl ester (73257-47-3)

Guidance literature:

In dichloromethane; at 40 ℃; for 5h;

DOI:10.1021/jo9902650

upstream raw materials:

methyl (E)-3-aminocrotonate

4-methoxy-benzaldehyde

acetoacetic acid methyl ester

pyruvic acid methyl ester

Downstream raw materials:

dimethyl 1,2,6-trimethyl-4-(4-methoxyphenyl)-1,4-dihydropyridine-3,5-dicarboxylate

4-(4-methoxy-phenyl)-pyridine-3,5-dicarboxylic acid dimethyl ester

3,5-dimethoxycarbonyl-4-(4-methoxyphenyl)-2,6-dimethylpyridine

Refernces

• 1、 Agrwal, Akansha,Kasana, Virendra. "[Fesipmim]Cl as highly efficient and reusable catalyst for solventless synthesis of dihydropyridine derivatives through Hantzsch reaction". . . Retrieved 2020/06/01.
• 2、 Rezaei, Narjes,Ranjbar, Parviz Rashidi. "The efficient synthesis of Hantzsch 1,4-dihydropyridines via metal-free oxidative C–C coupling by HBr and DMSO". . p. 4102 - 4106. Retrieved 2018/10/20.