3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2-(hydroxymethyl)-6-methyl-4-(2-nitrophenyl)-, 3-methyl 5-(1-methylethyl) ester

Base Information

• Chemical Name: 3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2-(hydroxymethyl)-6-methyl-4-(2-nitrophenyl)-, 3-methyl 5-(1-methylethyl) ester
• CAS No.: 67448-36-6
• Molecular Formula: C19H22N2O7
• Molecular Weight: 390.393
• Mol file: 67448-36-6.mol

Synonyms:

Chemical Property of 3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2-(hydroxymethyl)-6-methyl-4-(2-nitrophenyl)-, 3-methyl 5-(1-methylethyl) ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2-(hydroxymethyl)-6-methyl-4-(2-nitrophenyl)-, 3-methyl 5-(1-methylethyl) ester

There total 7 articles about 3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2-(hydroxymethyl)-6-methyl-4-(2-nitrophenyl)-, 3-methyl 5-(1-methylethyl) 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: 96.2%

isopropyl 2-formyl-3-methoxycarbonyl-6-methyl-4-(2-nitrophenyl)-1,4-dihydropyridine-5-carboxylate (67448-23-1) → isopropyl 2-methyl-4-(2-nitrophenyl)-5-methoxycarbonyl-6-hydroxymethyl-1,4-dihydropyridine-3-carboxylate (67448-36-6)

Guidance literature:

With sodium tetrahydroborate; In ethanol; at 0 - 5 ℃; for 1h;

DOI:10.1248/cpb.39.3189

Reference yield:

4,4-dimethoxy-3-oxo-butyric acid methyl ester (60705-25-1) → isopropyl 2-methyl-4-(2-nitrophenyl)-5-methoxycarbonyl-6-hydroxymethyl-1,4-dihydropyridine-3-carboxylate (67448-36-6)

Guidance literature:

Multi-step reaction with 4 steps

1: piperidine / benzene / 3 h / Heating

2: 56.8 percent / 8.5 h / 95 - 120 °C

3: 100 percent / 6 N aq. HCl / acetone / 1 h / Ambient temperature

4: 96.2 percent / NaBH₄ / ethanol / 1 h / 0 - 5 °C

With piperidine; hydrogenchloride; sodium tetrahydroborate; In ethanol; acetone; benzene;

DOI:10.1248/cpb.39.3189

Reference yield:

isopropyl 3-aminocrotonate (14205-46-0) → isopropyl 2-methyl-4-(2-nitrophenyl)-5-methoxycarbonyl-6-hydroxymethyl-1,4-dihydropyridine-3-carboxylate (67448-36-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 56.8 percent / 8.5 h / 95 - 120 °C

2: 100 percent / 6 N aq. HCl / acetone / 1 h / Ambient temperature

3: 96.2 percent / NaBH₄ / ethanol / 1 h / 0 - 5 °C

With hydrogenchloride; sodium tetrahydroborate; In ethanol; acetone;

DOI:10.1248/cpb.39.3189

upstream raw materials:

isopropyl 2-formyl-3-methoxycarbonyl-6-methyl-4-(2-nitrophenyl)-1,4-dihydropyridine-5-carboxylate

4,4-dimethoxy-3-oxo-butyric acid methyl ester

isopropyl 3-aminocrotonate

isopropyl 2-dimethoxymethyl-3-methoxycarbonyl-6-methyl-4-(2-nitrophenyl)-1,4-dihydropyridine-5-carboxylate