methyl 6-(2-phenylprop-2-enoyl)-1,2,3,4-tetrahydropyridine-1-carboxylate

Base Information

• Chemical Name: methyl 6-(2-phenylprop-2-enoyl)-1,2,3,4-tetrahydropyridine-1-carboxylate
• CAS No.: 943344-16-9
• Molecular Formula: C₁₆H₁₇NO₃
• Molecular Weight: 271.316
• Mol file: 943344-16-9.mol

Synonyms:methyl 6-(2-phenylprop-2-enoyl)-1,2,3,4-tetrahydropyridine-1-carboxylate

Chemical Property of methyl 6-(2-phenylprop-2-enoyl)-1,2,3,4-tetrahydropyridine-1-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 6-(2-phenylprop-2-enoyl)-1,2,3,4-tetrahydropyridine-1-carboxylate

There total 2 articles about methyl 6-(2-phenylprop-2-enoyl)-1,2,3,4-tetrahydropyridine-1-carboxylate 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: 68.0%

carbon monoxide (201230-82-2) + phenylvinylboronic acid (14900-39-1) + methyl 6-(trifluoromethylsulfonyloxy)-1,2,3,4-tetrahydropyridine-1-carboxylate (473895-19-1) → methyl 6-(2-phenylprop-2-enoyl)-1,2,3,4-tetrahydropyridine-1-carboxylate (943344-16-9)

Guidance literature:

With triphenylphosphine; cesium fluoride; palladium diacetate; In tetrahydrofuran; at 22 ℃; for 4h; under 760.051 Torr;

DOI:10.1002/ejoc.200601089

Reference yield:

methyl 2-oxopiperidine-1-carboxylate (106412-34-4) → methyl 6-(2-phenylprop-2-enoyl)-1,2,3,4-tetrahydropyridine-1-carboxylate (943344-16-9)

Guidance literature:

Multi-step reaction with 2 steps

1: KHMDS / tetrahydrofuran / -78 °C

2: triphenylphosphine; cesium fluoride / palladium(II) acetate / tetrahydrofuran / 20 °C / 760.05 Torr

With potassium hexamethylsilazane; triphenylphosphine; cesium fluoride; palladium diacetate; In tetrahydrofuran;

DOI:10.1055/s-2007-965965

Reference yield: 64.0%

methyl 6-(2-phenylprop-2-enoyl)-1,2,3,4-tetrahydropyridine-1-carboxylate (943344-16-9) → methyl 7-oxo-6-phenyl-2,3,4,5,6,7-hexahydro-1H-[1]pyrindine-1-carboxylate

Guidance literature:

scandium tris(trifluoromethanesulfonate); In 1,2-dichloro-ethane; at 22 ℃; for 20h;

DOI:10.1055/s-2007-965965

upstream raw materials:

carbon monoxide

phenylvinylboronic acid

methyl 6-(trifluoromethylsulfonyloxy)-1,2,3,4-tetrahydropyridine-1-carboxylate

methyl 2-oxopiperidine-1-carboxylate