ethyl 7-(benzyloxy)-2-(2-methylpropyl)-1-oxo-4-{[(trifluoromethyl)sulfonyl]oxy}-1,2-dihydroisoquinoline-3-carboxylate

Base Information

Chemical Name:ethyl 7-(benzyloxy)-2-(2-methylpropyl)-1-oxo-4-{[(trifluoromethyl)sulfonyl]oxy}-1,2-dihydroisoquinoline-3-carboxylate
CAS No.:447425-61-8
Molecular Formula:C₂₄H₂₄F₃NO₇S
Molecular Weight:527.518
Hs Code.:

Synonyms:ethyl 7-(benzyloxy)-2-(2-methylpropyl)-1-oxo-4-{[(trifluoromethyl)sulfonyl]oxy}-1,2-dihydroisoquinoline-3-carboxylate

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Chemical Property of ethyl 7-(benzyloxy)-2-(2-methylpropyl)-1-oxo-4-{[(trifluoromethyl)sulfonyl]oxy}-1,2-dihydroisoquinoline-3-carboxylate

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Technology Process of ethyl 7-(benzyloxy)-2-(2-methylpropyl)-1-oxo-4-{[(trifluoromethyl)sulfonyl]oxy}-1,2-dihydroisoquinoline-3-carboxylate

There total 1 articles about ethyl 7-(benzyloxy)-2-(2-methylpropyl)-1-oxo-4-{[(trifluoromethyl)sulfonyl]oxy}-1,2-dihydroisoquinoline-3-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: 91.0%

: 37595-74-7
N,N-phenylbistrifluoromethane-sulfonimide

: 447424-26-2
ethyl 7-(benzyloxy)-4-hydroxy-2-(2-methylpropyl)-1-oxo-1,2-dihydroisoquinoline-3-carboxylate

: 447425-61-8
ethyl 7-(benzyloxy)-2-(2-methylpropyl)-1-oxo-4-{[(trifluoromethyl)sulfonyl]oxy}-1,2-dihydroisoquinoline-3-carboxylate

Guidance literature:: ethyl 7-(benzyloxy)-4-hydroxy-2-(2-methylpropyl)-1-oxo-1,2-dihydroisoquinoline-3-carboxylate; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 0.5h;

N,N-phenylbistrifluoromethane-sulfonimide; In N,N-dimethyl-formamide; at 20 ℃; for 6h;
DOI:10.1016/j.bmc.2011.06.059

Reference yield:

: 447425-61-8
ethyl 7-(benzyloxy)-2-(2-methylpropyl)-1-oxo-4-{[(trifluoromethyl)sulfonyl]oxy}-1,2-dihydroisoquinoline-3-carboxylate

: 98-80-6
phenylboronic acid

: 447425-62-9
C₂₉H₂₉NO₄

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In methanol; water; toluene; for 10h; Inert atmosphere; Reflux;
DOI:10.1016/j.bmc.2011.06.059

Reference yield:

: 447425-61-8
ethyl 7-(benzyloxy)-2-(2-methylpropyl)-1-oxo-4-{[(trifluoromethyl)sulfonyl]oxy}-1,2-dihydroisoquinoline-3-carboxylate

: 447425-66-3
2-{[7-(benzyloxy)-2-(2-methylpropyl)-1-oxo-4-phenyl-1,2-dihydroisoquinolin-3-yl]methyl}-1H-isoindole-1,3(2H)-dione

Guidance literature:: Multi-step reaction with 6 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / methanol; water; toluene / 10 h / Inert atmosphere; Reflux

2: sodium hydroxide / tetrahydrofuran; ethanol; water / 3 h / Reflux

3: oxalyl dichloride; N,N-dimethyl-formamide / tetrahydrofuran / 1 h / 20 °C

4: sodium tetrahydroborate / tetrahydrofuran; 1,2-dimethoxyethane / 1 h / 0 °C

5: thionyl chloride / toluene / 2 h / Reflux

6: N,N-dimethyl-formamide / 6 h / 20 °C

With sodium tetrahydroborate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; thionyl chloride; oxalyl dichloride; sodium carbonate; N,N-dimethyl-formamide; sodium hydroxide; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; ethanol; water; N,N-dimethyl-formamide; toluene; 1: Suzuki coupling;
DOI:10.1016/j.bmc.2011.06.059