ethenyl (Z)-3-{3,4,5-trimethoxy-2-[2-(trifluoroacetylamino)ethyl]phenyl}prop-2-enyl carbonate

Base Information

Chemical Name:ethenyl (Z)-3-{3,4,5-trimethoxy-2-[2-(trifluoroacetylamino)ethyl]phenyl}prop-2-enyl carbonate
CAS No.:1332523-87-1
Molecular Formula:C₁₉H₂₂F₃NO₇
Molecular Weight:433.381
Hs Code.:

Synonyms:ethenyl (Z)-3-{3,4,5-trimethoxy-2-[2-(trifluoroacetylamino)ethyl]phenyl}prop-2-enyl carbonate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of ethenyl (Z)-3-{3,4,5-trimethoxy-2-[2-(trifluoroacetylamino)ethyl]phenyl}prop-2-enyl carbonate

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Technology Process of ethenyl (Z)-3-{3,4,5-trimethoxy-2-[2-(trifluoroacetylamino)ethyl]phenyl}prop-2-enyl carbonate

There total 8 articles about ethenyl (Z)-3-{3,4,5-trimethoxy-2-[2-(trifluoroacetylamino)ethyl]phenyl}prop-2-enyl carbonate 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: 90.0%

: 5130-24-5
Vinyl chloroformate

: 1332523-83-7
(Z)-3-{3,4,5-trimethoxy-2-[2-(trifluoroacetylamino)ethyl]-phenyl}prop-2-enol

: 1332523-87-1
ethenyl (Z)-3-{3,4,5-trimethoxy-2-[2-(trifluoroacetylamino)ethyl]phenyl}prop-2-enyl carbonate

Guidance literature:: With pyridine; In dichloromethane; at 0 ℃; for 3h; Inert atmosphere;
DOI:10.1016/j.tet.2011.05.125

Reference yield:

: 1332523-79-1
N-[2-(2,3,4-trimethoxyphenyl)ethyl]-2,2,2-trifluoroacetamide

: 1332523-87-1
ethenyl (Z)-3-{3,4,5-trimethoxy-2-[2-(trifluoroacetylamino)ethyl]phenyl}prop-2-enyl carbonate

Guidance literature:: Multi-step reaction with 5 steps

1: N-Bromosuccinimide / tetrachloromethane / 16 h / 60 °C / Inert atmosphere

2: N-iodo-succinimide; trifluoroacetic acid / acetonitrile / 24 h / Inert atmosphere; Reflux

3: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; diethylamine / 18 h / Inert atmosphere; Reflux

4: sodium tetrahydroborate; hydrogen; nickel diacetate; ethylenediamine / ethanol / 40 h / 20 °C / 760.05 Torr

5: pyridine / dichloromethane / 3 h / 0 °C / Inert atmosphere

With pyridine; bis-triphenylphosphine-palladium(II) chloride; sodium tetrahydroborate; N-Bromosuccinimide; N-iodo-succinimide; copper(l) iodide; hydrogen; nickel diacetate; ethylenediamine; diethylamine; trifluoroacetic acid; In tetrachloromethane; ethanol; dichloromethane; acetonitrile; 3: Sonogashira coupling;
DOI:10.1016/j.tet.2011.05.125

Reference yield:

: 1332523-80-4
N-[2-(5-bromo-2,3,4-trimethoxyphenyl)ethyl]-2,2,2-trifluoroacetamide

: 1332523-87-1
ethenyl (Z)-3-{3,4,5-trimethoxy-2-[2-(trifluoroacetylamino)ethyl]phenyl}prop-2-enyl carbonate

Guidance literature:: Multi-step reaction with 4 steps

1: N-iodo-succinimide; trifluoroacetic acid / acetonitrile / 24 h / Inert atmosphere; Reflux

2: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; diethylamine / 18 h / Inert atmosphere; Reflux

3: sodium tetrahydroborate; hydrogen; nickel diacetate; ethylenediamine / ethanol / 40 h / 20 °C / 760.05 Torr

4: pyridine / dichloromethane / 3 h / 0 °C / Inert atmosphere

With pyridine; bis-triphenylphosphine-palladium(II) chloride; sodium tetrahydroborate; N-iodo-succinimide; copper(l) iodide; hydrogen; nickel diacetate; ethylenediamine; diethylamine; trifluoroacetic acid; In ethanol; dichloromethane; acetonitrile; 2: Sonogashira coupling;
DOI:10.1016/j.tet.2011.05.125