(E)-6-benzyloxy-1,1,1-trifluoro-2-iodo-6-methyl-3-p-methoxyphenyl-2-hepten-4-yne

Base Information

Chemical Name:(E)-6-benzyloxy-1,1,1-trifluoro-2-iodo-6-methyl-3-p-methoxyphenyl-2-hepten-4-yne
CAS No.:1430717-73-9
Molecular Formula:C₂₂H₂₀F₃IO₂
Molecular Weight:500.299
Hs Code.:

Synonyms:(E)-6-benzyloxy-1,1,1-trifluoro-2-iodo-6-methyl-3-p-methoxyphenyl-2-hepten-4-yne

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Chemical Property of (E)-6-benzyloxy-1,1,1-trifluoro-2-iodo-6-methyl-3-p-methoxyphenyl-2-hepten-4-yne

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Technology Process of (E)-6-benzyloxy-1,1,1-trifluoro-2-iodo-6-methyl-3-p-methoxyphenyl-2-hepten-4-yne

There total 4 articles about (E)-6-benzyloxy-1,1,1-trifluoro-2-iodo-6-methyl-3-p-methoxyphenyl-2-hepten-4-yne 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: 49.0%

: 1430717-67-1
6-benzyloxy-1,1,1-trifluoro-6-methyl-2,4-heptadiyne

: 13139-86-1
4-methoxyphenyl magnesium bromide

: 1430717-73-9
(E)-6-benzyloxy-1,1,1-trifluoro-2-iodo-6-methyl-3-p-methoxyphenyl-2-hepten-4-yne

Guidance literature:: 4-methoxyphenyl magnesium bromide; With copper(l) cyanide; In tetrahydrofuran; at -78 ℃; Inert atmosphere;

6-benzyloxy-1,1,1-trifluoro-6-methyl-2,4-heptadiyne; In tetrahydrofuran; at -78 ℃; for 1h; Inert atmosphere;

With iodine; In tetrahydrofuran; for 1h; stereoselective reaction;
DOI:10.3762/bjoc.8.249

Reference yield:

: 1430717-67-1
6-benzyloxy-1,1,1-trifluoro-6-methyl-2,4-heptadiyne

: 2C₇H₇O^(1-)*2Mg⁽²⁺⁾*Cu⁽¹⁺⁾*CN^(1-)*2Br^(1-)

: 1430717-73-9
(E)-6-benzyloxy-1,1,1-trifluoro-2-iodo-6-methyl-3-p-methoxyphenyl-2-hepten-4-yne

Guidance literature:: 6-benzyloxy-1,1,1-trifluoro-6-methyl-2,4-heptadiyne; 2C₇H₇O^(1-)*2Mg⁽²⁺⁾*Cu⁽¹⁺⁾*CN^(1-)*2Br^(1-); In tetrahydrofuran; hexane; at -78 ℃; Inert atmosphere;

With iodine; In tetrahydrofuran; hexane; for 1h; stereoselective reaction; Inert atmosphere;
DOI:10.1016/j.tet.2014.02.015

Reference yield:

: 50420-73-0
3-(benzyloxy)-3-methylbut-1-yne

: 1430717-73-9
(E)-6-benzyloxy-1,1,1-trifluoro-2-iodo-6-methyl-3-p-methoxyphenyl-2-hepten-4-yne

Guidance literature:: Multi-step reaction with 3 steps

1.1: palladium diacetate; triphenylphosphine; copper(l) iodide; triethylamine / N,N-dimethyl-formamide / 24 h / 20 °C / Inert atmosphere

2.1: lithium hexamethyldisilazane / tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere

3.1: copper(l) cyanide / tetrahydrofuran / -78 °C / Inert atmosphere

3.2: 1 h / -78 °C / Inert atmosphere

3.3: 1 h

With copper(l) iodide; palladium diacetate; copper(l) cyanide; triethylamine; triphenylphosphine; lithium hexamethyldisilazane; In tetrahydrofuran; hexane; N,N-dimethyl-formamide; 1.1: |Sonogashira Cross-Coupling;
DOI:10.3762/bjoc.8.249