1-tert-butyl 3-ethyl 4-(3,4-dichlorophenyl)-5,6-dihydropyridine-1,3(2H)-dicarboxylate

Base Information

• Chemical Name: 1-tert-butyl 3-ethyl 4-(3,4-dichlorophenyl)-5,6-dihydropyridine-1,3(2H)-dicarboxylate
• CAS No.: 938183-66-5
• Molecular Formula: C₁₉H₂₃Cl₂NO₄
• Molecular Weight: 400.302
• Mol file: 938183-66-5.mol

Synonyms:1-tert-butyl 3-ethyl 4-(3,4-dichlorophenyl)-5,6-dihydropyridine-1,3(2H)-dicarboxylate

Chemical Property of 1-tert-butyl 3-ethyl 4-(3,4-dichlorophenyl)-5,6-dihydropyridine-1,3(2H)-dicarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-tert-butyl 3-ethyl 4-(3,4-dichlorophenyl)-5,6-dihydropyridine-1,3(2H)-dicarboxylate

There total 3 articles about 1-tert-butyl 3-ethyl 4-(3,4-dichlorophenyl)-5,6-dihydropyridine-1,3(2H)-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%

3,4-dichlophenylboronic acid (151169-75-4) + 1-(1,1-dimethylethyl) 3-ethyl 4-{[(trifluoromethyl)sulfonyl]oxy}-1,2,5,6-tetrahydropyridine-1,3-dicarboxylate (176525-98-7) → 1-(1,1-dimethylethyl) 3-ethyl 4-(3,4-dichlorophenyl)-1,2,5,6-tetrahydropyridine-1,3-dicarboxylate (938183-66-5)

Guidance literature:

With sodium carbonate; triphenylphosphine; palladium diacetate; In ethanol; benzene; at 65 ℃; for 20h;

DOI:10.1016/j.bmc.2007.03.069

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → 1-(1,1-dimethylethyl) 3-ethyl 4-(3,4-dichlorophenyl)-1,2,5,6-tetrahydropyridine-1,3-dicarboxylate (938183-66-5)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine / n-heptane / 1.25 h / 20 °C

2: N-ethyl-N,N-diisopropylamine / toluene / 0.85 h / -7 - 1 °C

3: water; N-ethyl-N,N-diisopropylamine; triphenylphosphine / palladium diacetate / toluene / -5 - 70 °C

With water; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; palladium diacetate; In n-heptane; toluene;

Reference yield:

ethyl 4-piperidone-3-carboxylate hydrochloride (4644-61-5) → 1-(1,1-dimethylethyl) 3-ethyl 4-(3,4-dichlorophenyl)-1,2,5,6-tetrahydropyridine-1,3-dicarboxylate (938183-66-5)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine / n-heptane / 1.25 h / 20 °C

2: N-ethyl-N,N-diisopropylamine / toluene / 0.85 h / -7 - 1 °C

3: water; N-ethyl-N,N-diisopropylamine; triphenylphosphine / palladium diacetate / toluene / -5 - 70 °C

With water; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; palladium diacetate; In n-heptane; toluene;

upstream raw materials:

3,4-dichlophenylboronic acid

1-(1,1-dimethylethyl) 3-ethyl 4-{[(trifluoromethyl)sulfonyl]oxy}-1,2,5,6-tetrahydropyridine-1,3-dicarboxylate

di-tert-butyl dicarbonate

ethyl 4-piperidone-3-carboxylate hydrochloride

Downstream raw materials:

6-(3,4-dichlorophenyl) 1-[(methyloxy)methyl]-3-azabicyclo[4.1.0]heptane-3-carboxylate

(1,1-dimethylethyl) (1S,6R)-6-(3,4-dichlorophenyl)-1-(methyloxymethyl)-3-azabicyclo[4.1.0]hept-4-ene-3-carboxylate