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

Base Information

Chemical Name:(E)-6-benzyloxy-3-cyclohexyl-1,1,1-trifluoro-2-iodo-6-methyl-2-hepten-4-yne
CAS No.:1430717-71-7
Molecular Formula:C₂₁H₂₄F₃IO
Molecular Weight:476.321
Hs Code.:

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

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

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

There total 4 articles about (E)-6-benzyloxy-3-cyclohexyl-1,1,1-trifluoro-2-iodo-6-methyl-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: 44.0%

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

: 931-50-0
cyclohexylmagnesium bromide

: 1430717-71-7
(E)-6-benzyloxy-3-cyclohexyl-1,1,1-trifluoro-2-iodo-6-methyl-2-hepten-4-yne

Guidance literature:: cyclohexylmagnesium 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; Inert atmosphere;
DOI:10.3762/bjoc.8.249

Reference yield:

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

: 2C₆H₁₁^(1-)*2Mg⁽²⁺⁾*Cu⁽¹⁺⁾*CN^(1-)*2Br^(1-)

: 1430717-71-7
(E)-6-benzyloxy-3-cyclohexyl-1,1,1-trifluoro-2-iodo-6-methyl-2-hepten-4-yne

Guidance literature:: 6-benzyloxy-1,1,1-trifluoro-6-methyl-2,4-heptadiyne; 2C₆H₁₁^(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

: 1430717-71-7
(E)-6-benzyloxy-3-cyclohexyl-1,1,1-trifluoro-2-iodo-6-methyl-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 / Inert atmosphere

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