(-)-(R)-6,8-bis-(4-methoxybenzyloxy)-1-ethenyl-2-trifluoroacetyl-3,4-dihydro-1H-isoquinoline

Base Information

Chemical Name:(-)-(R)-6,8-bis-(4-methoxybenzyloxy)-1-ethenyl-2-trifluoroacetyl-3,4-dihydro-1H-isoquinoline
CAS No.:1314094-16-0
Molecular Formula:C₂₉H₂₈F₃NO₅
Molecular Weight:527.54
Hs Code.:

Synonyms:(-)-(R)-6,8-bis-(4-methoxybenzyloxy)-1-ethenyl-2-trifluoroacetyl-3,4-dihydro-1H-isoquinoline

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Chemical Property of (-)-(R)-6,8-bis-(4-methoxybenzyloxy)-1-ethenyl-2-trifluoroacetyl-3,4-dihydro-1H-isoquinoline

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Technology Process of (-)-(R)-6,8-bis-(4-methoxybenzyloxy)-1-ethenyl-2-trifluoroacetyl-3,4-dihydro-1H-isoquinoline

There total 9 articles about (-)-(R)-6,8-bis-(4-methoxybenzyloxy)-1-ethenyl-2-trifluoroacetyl-3,4-dihydro-1H-isoquinoline 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: 85.0%

: 1,3-bis(4-methoxybenzyloxy)-4-(3-ethenyloxycarbonyloxyprop-1-enyl)-5-[ 2-(trifluoroacetamido)ethyl]benzene

: 1314094-16-0
(-)-(R)-6,8-bis-(4-methoxybenzyloxy)-1-ethenyl-2-trifluoroacetyl-3,4-dihydro-1H-isoquinoline

Guidance literature:: With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; C₆₂H₆₄O₂P₂; In N,N-dimethyl-formamide; at 20 ℃; optical yield given as %ee; enantioselective reaction;
DOI:10.1021/jo2009615

Reference yield:

: 1314093-89-4
C₂₆H₂₅F₃INO₅

: 1314094-16-0
(-)-(R)-6,8-bis-(4-methoxybenzyloxy)-1-ethenyl-2-trifluoroacetyl-3,4-dihydro-1H-isoquinoline

Guidance literature:: Multi-step reaction with 4 steps

1.1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / 0.33 h / 30 °C

1.2: 48 h / Reflux

2.1: sodium tetrahydroborate; N,N,N,N,-tetramethylethylenediamine; hydrogen; nickel diacetate / ethanol / 18 h / 760.05 Torr

3.1: pyridine / 3 h / 0 °C

4.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; C₆₂H₆₄O₂P₂ / N,N-dimethyl-formamide / 20 °C

With pyridine; bis-triphenylphosphine-palladium(II) chloride; sodium tetrahydroborate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; copper(l) iodide; N,N,N,N,-tetramethylethylenediamine; C₆₂H₆₄O₂P₂; hydrogen; nickel diacetate; In ethanol; N,N-dimethyl-formamide; 1.1: Sonogashira coupling / 1.2: Sonogashira coupling;
DOI:10.1021/jo2009615

Reference yield:

: 1314093-91-8
1,3-bis(4-methoxybenzyloxy)-6-(3-hydroxyprop-1-ynyl)-5-[2-(trifluoroacetamido)ethyl]benzene

: 1314094-16-0
(-)-(R)-6,8-bis-(4-methoxybenzyloxy)-1-ethenyl-2-trifluoroacetyl-3,4-dihydro-1H-isoquinoline

Guidance literature:: Multi-step reaction with 3 steps

1: sodium tetrahydroborate; N,N,N,N,-tetramethylethylenediamine; hydrogen; nickel diacetate / ethanol / 18 h / 760.05 Torr

2: pyridine / 3 h / 0 °C

3: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; C₆₂H₆₄O₂P₂ / N,N-dimethyl-formamide / 20 °C

With pyridine; sodium tetrahydroborate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; N,N,N,N,-tetramethylethylenediamine; C₆₂H₆₄O₂P₂; hydrogen; nickel diacetate; In ethanol; N,N-dimethyl-formamide;
DOI:10.1021/jo2009615