trifluoromethanesulfonic acid 2-[benzyl-(4-methoxy-2-pyridin-3-yl-but-2-enoyl)amino]phenyl ester

Base Information

Chemical Name:trifluoromethanesulfonic acid 2-[benzyl-(4-methoxy-2-pyridin-3-yl-but-2-enoyl)amino]phenyl ester
CAS No.:555153-69-0
Molecular Formula:C₂₄H₂₁F₃N₂O₅S
Molecular Weight:506.502
Hs Code.:

Synonyms:trifluoromethanesulfonic acid 2-[benzyl-(4-methoxy-2-pyridin-3-yl-but-2-enoyl)amino]phenyl ester

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Chemical Property of trifluoromethanesulfonic acid 2-[benzyl-(4-methoxy-2-pyridin-3-yl-but-2-enoyl)amino]phenyl ester

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Technology Process of trifluoromethanesulfonic acid 2-[benzyl-(4-methoxy-2-pyridin-3-yl-but-2-enoyl)amino]phenyl ester

There total 2 articles about trifluoromethanesulfonic acid 2-[benzyl-(4-methoxy-2-pyridin-3-yl-but-2-enoyl)amino]phenyl 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:

: 1120-90-7
3-iodopyridine

: 555153-55-4
trifluoromethanesulfonic acid 2-(benzyl-[4-methoxybut-2-ynoyl]amino)phenyl ester

: 555153-69-0
trifluoromethanesulfonic acid 2-[benzyl-(4-methoxy-2-pyridin-3-yl-but-2-enoyl)amino]phenyl ester

Guidance literature:: trifluoromethanesulfonic acid 2-(benzyl-[4-methoxybut-2-ynoyl]amino)phenyl ester; With tetrakis(triphenylphosphine) palladium⁽⁰⁾; tri-n-butyl-tin hydride; In tetrahydrofuran; at 0 ℃; for 2h;

3-iodopyridine; With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; copper(l) iodide; trifuran-2-yl-phosphane; In 1-methyl-pyrrolidin-2-one; at 20 ℃; for 24h;
DOI:10.1021/ja034525d

Reference yield:

: 40888-03-7
3-benzyl-3H-benzoxazolan-2-one

: 555153-69-0
trifluoromethanesulfonic acid 2-[benzyl-(4-methoxy-2-pyridin-3-yl-but-2-enoyl)amino]phenyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-BuLi / tetrahydrofuran / 1 h / -78 °C

1.2: tetrahydrofuran / 6 h / -25 °C

1.3: 59 percent / tetrahydrofuran / -25 - 20 °C

2.1: Pd(PPh₃)4; n-Bu₃SnH / tetrahydrofuran / 2 h / 0 °C

2.2: 775 mg / Pd₂dba3*CHCl₃; P(2-furyl)3; CuI / 1-methyl-pyrrolidin-2-one / 24 h / 20 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; tri-n-butyl-tin hydride; In tetrahydrofuran; 2.2: Stille coupling;
DOI:10.1021/ja034525d

Reference yield:

: 555153-69-0
trifluoromethanesulfonic acid 2-[benzyl-(4-methoxy-2-pyridin-3-yl-but-2-enoyl)amino]phenyl ester

: (Z)-1-benzyl-3-(2-methoxyvinyl)-3-pyridin-3-yl-1,3-dihydroindol-2-one

: (+)-1-benzyl-3-(2-methoxyvinyl)-3-pyridin-3-yl-1,3-dihydroindol-2-one

: (-)-1-benzyl-3-(2-methoxyvinyl)-3-pyridin-3-yl-1,3-dihydroindol-2-one

Guidance literature:: With 1,2,2,6,6-pentamethylpiperidine; palladium diacetate; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl; In tetrahydrofuran; at 80 ℃; for 4h; Title compound not separated from byproducts;
DOI:10.1021/ja034525d