1,4-dihydro-2,6-dimethyl-4-phenyl-3,5-pyridinecarboxylic acid dimethyl ester

Base Information

• Chemical Name: 1,4-dihydro-2,6-dimethyl-4-phenyl-3,5-pyridinecarboxylic acid dimethyl ester
• CAS No.: 70677-78-0
• Molecular Formula: C17H19 N O4
• Molecular Weight: 301.342
• Mol file: 70677-78-0.mol

Synonyms:3,5-Pyridinedicarboxylicacid, 1,4-dihydro-2,6-dimethyl-4-phenyl-, dimethyl ester (9CI);1,4-Dihydro-2,6-dimethyl-4-phenyl-3,5-pyridinedicarboxylic acid dimethyl ester;2,6-Dimethyl-3,5-bis(methoxycarbonyl)-4-phenyl-1,4-dihydropyridine; Dimethyl1,4-dihydro-2,6-dimethyl-4-phenyl-3,5-pyridinedicarboxylate

Chemical Property of 1,4-dihydro-2,6-dimethyl-4-phenyl-3,5-pyridinecarboxylic acid dimethyl ester

Chemical Property:

• Vapor Pressure: 2.03E-07mmHg at 25°C
• Boiling Point: 424.7°C at 760 mmHg
• Flash Point: 210.7°C
• PSA: 64.63000
• Density: 1.157g/cm³
• LogP: 2.59620
• Storage Temp.: -20°C Freezer
• Solubility.: Dichloromethane, Methanol

Purity/Quality:

99%min ^*data from raw suppliers

Dimethyl2,6-Dimethyl-4-phenyl-1,4-dihydropyridine-3,5-dicarboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Dimethyl 2,6-Dimethyl-4-phenyl-1,4-dihydropyridine-3,5-dicarboxylate is a by-product from the synthesis of Deschloro Amlodipine (D289775). Deschloro Amlodipine is an impurity of Amlodipine (A633495) which is a dihydropyridine calcium channel blocker. Amlodipine Impurity 20

Technology Process of 1,4-dihydro-2,6-dimethyl-4-phenyl-3,5-pyridinecarboxylic acid dimethyl ester

There total 26 articles about 1,4-dihydro-2,6-dimethyl-4-phenyl-3,5-pyridinecarboxylic acid dimethyl 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: 100.0%

benzaldehyde (100-52-7) + acetoacetic acid methyl ester (105-45-3) → dimethyl 4-phenyl-1,4-dihydro-2,6-dimethylpyridine-3,5-dicarboxylate (70677-78-0,103183-96-6,161838-96-6,192931-34-3)

Guidance literature:

With C₂₃H₃BF₁₆N₂O; ammonium acetate; In toluene; at 100 ℃; for 10h; Reagent/catalyst;

Reference yield: 96.0%

acetoacetic acid methyl ester (105-45-3) + benzyl alcohol (100-51-6,185532-71-2) → dimethyl 4-phenyl-1,4-dihydro-2,6-dimethylpyridine-3,5-dicarboxylate (70677-78-0,103183-96-6,161838-96-6,192931-34-3)

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: 96.0%

methoxy acetoacetate (105025-71-6) + benzaldehyde (100-52-7) → dimethyl 4-phenyl-1,4-dihydro-2,6-dimethylpyridine-3,5-dicarboxylate (70677-78-0,103183-96-6,161838-96-6,192931-34-3)

Guidance literature:

With ammonium acetate; In neat (no solvent); at 60 ℃; for 0.333333h;

DOI:10.1039/c3ta12476b

upstream raw materials:

dimethyl 1,4-dihydro-1,2,6-trimethyl-4-phenylpyridine-3,5-dicarboxylate

benzaldehyde

methyl (E)-3-aminocrotonate

acetoacetic acid methyl ester

Downstream raw materials:

dimethyl 7,7a-dihydro-5,7-dimethyl-9(S)-phenyl-4,7-ethanofuro<2,3-c>pyridine-4,8(R)-dicarboxylate

dimethyl 4-phenyl-2,6-dimethyl-3,5-pyridinedicarboxylate

3,5-diacetyl-2,6-dimethyl-4-phenylpyridine

Methyl cinnamate

Refernces

• 1、 Wang, Shijie,Wang, Huiqin,Tian, Nana,Yan, Hong. "Insights for diastereoselectivity in synthesis of 2,3-dihydropyrroles by photochemical ring contraction of 1,4-dihydropyridines". supporting information. . Retrieved 2021/01/25.
• 2、 Rostamizadeh, Shahnaz,Daneshfar, Zahra,Khazaei, Ali. "Ferric Sulfasalazine Sulfa Drug Complex Supported on Cobalt Ferrite Cellulose; Evaluation of Its Activity in MCRs". . p. 2091 - 2114. Retrieved 2020/01/31.