ethyl 4-<<4-(2,3-dichlorophenyl)-3-(ethoxycarbonyl)-5-(methoxycarbonyl)-6-methyl-1,4-dihydropyridin-2-yl>methoxy>acetoacetate

Base Information

• Chemical Name: ethyl 4-<<4-(2,3-dichlorophenyl)-3-(ethoxycarbonyl)-5-(methoxycarbonyl)-6-methyl-1,4-dihydropyridin-2-yl>methoxy>acetoacetate
• CAS No.: 97290-03-4
• Molecular Formula: C₂₄H₂₇Cl₂NO₈
• Molecular Weight: 528.386
• Mol file: 97290-03-4.mol

Synonyms:ethyl 4-<<4-(2,3-dichlorophenyl)-3-(ethoxycarbonyl)-5-(methoxycarbonyl)-6-methyl-1,4-dihydropyridin-2-yl>methoxy>acetoacetate

Chemical Property of ethyl 4-<<4-(2,3-dichlorophenyl)-3-(ethoxycarbonyl)-5-(methoxycarbonyl)-6-methyl-1,4-dihydropyridin-2-yl>methoxy>acetoacetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 4-<<4-(2,3-dichlorophenyl)-3-(ethoxycarbonyl)-5-(methoxycarbonyl)-6-methyl-1,4-dihydropyridin-2-yl>methoxy>acetoacetate

There total 10 articles about ethyl 4-<<4-(2,3-dichlorophenyl)-3-(ethoxycarbonyl)-5-(methoxycarbonyl)-6-methyl-1,4-dihydropyridin-2-yl>methoxy>acetoacetate 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:

cycl-isopropylidene malonate (2033-24-1) + 2-{[4-(2,3-dichlorophenyl)-3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-1,4-dihydropyridin-2-yl]methoxy}acetic acid (90445-15-1) + 1,1'-carbonyldiimidazole (530-62-1) → ethyl 4-<<4-(2,3-dichlorophenyl)-3-(ethoxycarbonyl)-5-(methoxycarbonyl)-6-methyl-1,4-dihydropyridin-2-yl>methoxy>acetoacetate (97290-03-4)

Guidance literature:

With pyridine; In ethanol; dichloromethane;

Reference yield:

ethyl (2-chloroaceto)acetate (638-07-3) → ethyl 4-<<4-(2,3-dichlorophenyl)-3-(ethoxycarbonyl)-5-(methoxycarbonyl)-6-methyl-1,4-dihydropyridin-2-yl>methoxy>acetoacetate (97290-03-4)

Guidance literature:

Multi-step reaction with 5 steps

1: 1) NaH / 1) THF, oil, ice cooling, 2) THF, 16 h

2: 1) piperidine / 1) 2-propanol, 24 h, 2) 4 d

3: 1) nBuLi / 1) hexane, THF, -65 deg C, 2.5 h, 2) 2 h, to 0 deg C

4: 1) Triton B / dimethylsulfoxide

5: 1) Et₂NH, 2) H₂O, AcOH / 1) THF, 1.5 h, 2) 6 h

With piperidine; n-butyllithium; water; N-benzyl-trimethylammonium hydroxide; sodium hydride; acetic acid; diethylamine; In dimethyl sulfoxide;

DOI:10.1021/jm00130a026

Reference yield:

1-<<4-(2,3-dichlorophenyl)-3-(ethoxycarbonyl)-5-(methoxycarbonyl)-6-methyl-1,4-dihydropyridin-2-yl>methoxy>-2-propyne (101411-65-8) → ethyl 4-<<4-(2,3-dichlorophenyl)-3-(ethoxycarbonyl)-5-(methoxycarbonyl)-6-methyl-1,4-dihydropyridin-2-yl>methoxy>acetoacetate (97290-03-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 1) nBuLi / 1) hexane, THF, -65 deg C, 2.5 h, 2) 2 h, to 0 deg C

2: 1) Triton B / dimethylsulfoxide

3: 1) Et₂NH, 2) H₂O, AcOH / 1) THF, 1.5 h, 2) 6 h

With n-butyllithium; water; N-benzyl-trimethylammonium hydroxide; acetic acid; diethylamine; In dimethyl sulfoxide;

DOI:10.1021/jm00130a026

upstream raw materials:

cycl-isopropylidene malonate

ethanol

2-{[4-(2,3-dichlorophenyl)-3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-1,4-dihydropyridin-2-yl]methoxy}acetic acid

ethyl 4<<4-(2,3-dichlorophenyl)-3-(ethoxycarbonyl)-5-(methoxycarbonyl)-6-methyl-1,4-dihydropyridin-2-yl>methoxy>-2-butynoate

Downstream raw materials:

2-amino-6-({[4-(2,3-dichlorophenyl)-3-(ethoxycarbonyl)-5-(methoxycarbonyl)-6-methyl-1,4-dihydropyridin-2-yl]methoxy}methyl)-4-hydroxypyrimidine

6-({[4-(2,3-dichlorophenyl)-3-(ethoxycarbonyl)-5-(methoxycarbonyl)-6-methyl-1,4-dihydropyridin-2-yl]methoxy}methyl)-4-hydroxy-2-(methylthio)pyrimidine