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

Base Information

• Chemical Name: Diethyl 4-(2-methoxyphenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate
• CAS No.: 42972-42-9
• Molecular Formula: C20H25NO5
• Molecular Weight: 359.422
• European Community (EC) Number: 684-453-5
• Nikkaji Number: J412.742K
• ChEMBL ID: CHEMBL38777
• Mol file: 42972-42-9.mol

Synonyms:diethyl 4-(2-methoxyphenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate;42972-42-9;Oprea1_034110;Oprea1_703557;CHEMBL38777;SCHEMBL3001176;CKXAAXUYRZNYJP-UHFFFAOYSA-N;STK861965;AKOS000666692;CS-0298838;FT-0707463;Z90339301;3,5-dicarboethoxy-2,6-dimethyl-4-(2-methoxyphenyl)-1,4-dihydropyridine;4-(2-MEO-PH)-2,6-DIMETHYL-1,4-2H-PYRIDINE-3,5-DICARBOXYLIC ACID DIETHYL ESTER;diethyl 1,4-dihydro-4-(2-methoxyphenyl)-2,6-dimethyl-3,5-pyridine dicarboxylate

Chemical Property of Diethyl 4-(2-methoxyphenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate

Chemical Property:

• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 8
• Exact Mass: 359.17327290
• Heavy Atom Count: 26
• Complexity: 567

Purity/Quality:

4-(2-METHOXYPHENYL)-2,6-DIMETHYL-1,4-2H-PYRIDINE-3,5-DICARBOXYLIC ACID DIETHYL ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=O)C1=C(NC(=C(C1C2=CC=CC=C2OC)C(=O)OCC)C)C

Technology Process of Diethyl 4-(2-methoxyphenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate

There total 9 articles about Diethyl 4-(2-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: 96.0%

ethyl acetoacetate (141-97-9) + ortho-anisaldehyde (135-02-4) → diethyl 1,4-dihydro-4-(2-methoxyphenyl)-2,6-dimethyl-3,5-pyridine dicarboxylate (42972-42-9)

Guidance literature:

With ammonium hydroxide; In ethanol; water; for 0.0833333h; Irradiation;

DOI:10.1016/j.tetlet.2012.10.079

Reference yield: 93.0%

ethyl acetoacetate (141-97-9) + 2-chloro-benzaldehyde (89-98-5) → diethyl 1,4-dihydro-4-(2-methoxyphenyl)-2,6-dimethyl-3,5-pyridine dicarboxylate (42972-42-9)

Guidance literature:

With ammonium acetate; In ethanol; at 60 ℃; for 0.316667h;

DOI:10.1007/s10562-020-03101-6

Reference yield: 90.0%

ammonium acetate (631-61-8,92206-38-7) + ethyl acetoacetate (141-97-9) + ortho-anisaldehyde (135-02-4) → diethyl 1,4-dihydro-4-(2-methoxyphenyl)-2,6-dimethyl-3,5-pyridine dicarboxylate (42972-42-9)

Guidance literature:

With Silica-sulphonic acid-[BMIM][PF₆]; In neat (no solvent); at 60 ℃; for 0.166667h; Green chemistry;

DOI:10.1039/c4gc00923a

upstream raw materials:

ethyl acetoacetate

ortho-anisaldehyde

urea

ethyl 3-aminobut-2-enoate

Downstream raw materials:

4-(2-methoxy-phenyl)-2,6-dimethyl-pyridine-3,5-dicarboxylic acid diethyl ester

Diethyl 1,4-dihydro-4-(2-methoxyphenyl)-2,6-dimethyl-1-([2-(4-methyl)piperazino]ethyl)-3,5-pyridine dicarboxylate

Diethyl 1,4-dihydro-4-(2-methoxyphenyl)-2,6-dimethyl-1-(2-[1-pyrrolyl]ethyl)-3,5-pyridine dicarboxylate