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

Base Information

• Chemical Name: 1-tert-butyl 3-ethyl 4-triflate-5,6-dihydropyridine-1,3(2H)-dicarboxylate
• CAS No.: 170837-88-4
• Molecular Formula: C₁₉H₂₅NO₄
• Molecular Weight: 331.412
• Mol file: 170837-88-4.mol

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

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

There total 4 articles about 1-tert-butyl 3-ethyl 4-triflate-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: 92.0%

1-(1,1-dimethylethyl) 3-ethyl 4-{[(trifluoromethyl)sulfonyl]oxy}-1,2,5,6-tetrahydropyridine-1,3-dicarboxylate (176525-98-7) + phenylboronic acid (98-80-6) → 1-tert-butyl 3-ethyl 4-triflate-5,6-dihydropyridine-1,3(2H)-dicarboxylate (170837-88-4)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In tetrahydrofuran; at 65 ℃; for 4h; Inert atmosphere;

DOI:10.1021/jm301774u

Reference yield:

trimethyl(phenyl)stannane (934-56-5) + 1-(1,1-dimethylethyl) 3-ethyl 4-{[(trifluoromethyl)sulfonyl]oxy}-1,2,5,6-tetrahydropyridine-1,3-dicarboxylate (176525-98-7) → 1-tert-butyl 3-ethyl 4-triflate-5,6-dihydropyridine-1,3(2H)-dicarboxylate (170837-88-4)

Guidance literature:

With 1-methyl-pyrrolidin-2-one; palladium diacetate; at -15 - 0 ℃; Yield given;

DOI:10.1016/S0960-894X(98)00451-X

Reference yield:

1-tert-butyl 3-ethyl 4-oxopiperidine-1,3-dicarboxylate (98977-34-5) → 1-tert-butyl 3-ethyl 4-triflate-5,6-dihydropyridine-1,3(2H)-dicarboxylate (170837-88-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: diisopropylamine / dichloromethane / 0.5 h / -78 °C / Inert atmosphere

1.2: 1 h / Inert atmosphere

2.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / tetrahydrofuran / 4 h / 65 °C / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; diisopropylamine; In tetrahydrofuran; dichloromethane; 2.1: |Suzuki Coupling;

DOI:10.1021/jm301774u

upstream raw materials:

trimethyl(phenyl)stannane

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

phenylboronic acid

1-tert-butyl 3-ethyl 4-oxopiperidine-1,3-dicarboxylate

Downstream raw materials:

1-(tert-butoxycarbonyl)-4-phenyl-1,2,5,6-tetrahydropyridine-3-carboxylic acid

C₂₃H₂₇NO₃

ethyl 4-phenyl-1,2,5,6-tetrahydropyridine-3-carboxylate