Dimethyl 4-(4-hydroxyphenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate

Base Information

• Chemical Name: Dimethyl 4-(4-hydroxyphenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate
• CAS No.: 156304-06-2
• Molecular Formula: C17H19NO5
• Molecular Weight: 317.342
• DSSTox Substance ID: DTXSID001136226
• Nikkaji Number: J1.034.854D
• Mol file: 156304-06-2.mol

Synonyms:dimethyl 4-(4-hydroxyphenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate;156304-06-2;3,5-Pyridinedicarboxylic acid, 1,4-dihydro-4-(4-hydroxyphenyl)-2,6-dimethyl-, 3,5-dimethyl ester;Oprea1_596135;Oprea1_850992;SCHEMBL7881093;DTXSID001136226;STK861973;AKOS000531410;AB00092834-01;Z239860744;2,6-Dimethyl-4-(4-hydroxyphenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid dimethyl ester;dimethyl 4-(4-hydroxyphenyl)-2,6-dimethyl-1,4-dihydro-3,5-pyridinedicarboxylate;Dimethyl 4-(4-hydroxyphenyl)-2,6-dimethyl-1,4-dihydropyridine- 3,5-dicarboxylate;dimethyl-1,4-dihydro-4(4-hydroxyphenyl)-2,6-dimethylpyridine-3,5-dicarboxylate

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

Chemical Property:

• XLogP3: 2.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 317.12632271
• Heavy Atom Count: 23
• Complexity: 517

Purity/Quality:

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=CC=C(C=C2)O)C(=O)OC

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

There total 5 articles about Dimethyl 4-(4-hydroxyphenyl)-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: 95.0%

4-hydroxy-benzaldehyde (123-08-0,65581-83-1) + acetoacetic acid methyl ester (105-45-3) → dimethyl 4-(4-hydroxyphenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate (156304-06-2)

Guidance literature:

With ammonium acetate; In neat (no solvent); at 80 ℃; for 0.666667h; Green chemistry;

DOI:10.1007/s12039-020-01770-9

Reference yield: 65.0%

methyl (E)-3-aminocrotonate (14205-39-1) + 4-hydroxy-benzaldehyde (123-08-0,65581-83-1) + acetoacetic acid methyl ester (105-45-3) → dimethyl 4-(4-hydroxyphenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate (156304-06-2)

Guidance literature:

With sodium butylmonoglycolsulphate; In water; for 0.0833333h; Heating; Irradiation; microwave irradiation;

DOI:10.1016/0040-4039(95)01680-G

Reference yield: 65.0%

4-hydroxy-benzaldehyde (123-08-0,65581-83-1) + acetoacetic acid methyl ester (105-45-3) + methyl 3-aminocrotonate → dimethyl 4-(4-hydroxyphenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate (156304-06-2)

Guidance literature:

In ethanol; for 0.0666667h; Irradiation;

upstream raw materials:

4-hydroxy-benzaldehyde

acetoacetic acid methyl ester

methyl 3-aminocrotonate

methyl (E)-3-aminocrotonate

Downstream raw materials:

tetramethyl 4,4'-(4,4'-(1,4-phenylenebis(methylene))bis(oxy)bis(4,1-phenylene))bis(2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate)

tetramethyl 4,4'-(4,4'-(pyridine-2,6-diylbis(methylene))bis(oxy)bis(4,1-phenylene))bis(2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate)

hexamethyl 4,4',4'-(4,4',4'-(benzene-1,3,5-triyltris(methylene))tris(oxy)tris(benzene-4,1-diyl))tris(2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate)

hexamethyl 4,4',4'-(4,4',4'-(2,4,6-trimethylbenzene-1,3,5-triyl)tris(methylene)tris(oxy)tris(benzene-4,1-diyl))tris(2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate)