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

Base Information

Chemical Name:(Z)-3-{3,4,5-trimethoxy-2-[2-(trifluoroacetylamino)ethyl]-phenyl}prop-2-enol
CAS No.:1332523-83-7
Molecular Formula:C₁₆H₂₀F₃NO₅
Molecular Weight:363.334
Hs Code.:

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

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

Chemical Property:

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

There total 7 articles about (Z)-3-{3,4,5-trimethoxy-2-[2-(trifluoroacetylamino)ethyl]-phenyl}prop-2-enol 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: 75.0%

: 1332523-82-6
3-{2-bromo-3,4,5-trimethoxy-6-[2-(trifluoroacetylamino)-ethyl]phenyl}prop-2-ynol

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

Guidance literature:: With sodium tetrahydroborate; hydrogen; nickel diacetate; ethylenediamine; In ethanol; at 20 ℃; for 40h; under 760.051 Torr; stereoselective reaction;
DOI:10.1016/j.tet.2011.05.125

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 4 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

With 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; 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

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

Guidance literature:: Multi-step reaction with 3 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

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