(E)-3-[2-(3-Hydroxy-3-methyl-but-1-ynyl)-3-((E)-2-methoxycarbonyl-vinyl)-5-nitro-phenyl]-acrylic acid methyl ester

Base Information

Chemical Name:(E)-3-[2-(3-Hydroxy-3-methyl-but-1-ynyl)-3-((E)-2-methoxycarbonyl-vinyl)-5-nitro-phenyl]-acrylic acid methyl ester
CAS No.:123568-43-4
Molecular Formula:C₁₉H₁₉NO₇
Molecular Weight:373.362
Hs Code.:

Synonyms:(E)-3-[2-(3-Hydroxy-3-methyl-but-1-ynyl)-3-((E)-2-methoxycarbonyl-vinyl)-5-nitro-phenyl]-acrylic acid methyl ester

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Chemical Property of (E)-3-[2-(3-Hydroxy-3-methyl-but-1-ynyl)-3-((E)-2-methoxycarbonyl-vinyl)-5-nitro-phenyl]-acrylic acid methyl ester

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Technology Process of (E)-3-[2-(3-Hydroxy-3-methyl-but-1-ynyl)-3-((E)-2-methoxycarbonyl-vinyl)-5-nitro-phenyl]-acrylic acid methyl ester

There total 3 articles about (E)-3-[2-(3-Hydroxy-3-methyl-but-1-ynyl)-3-((E)-2-methoxycarbonyl-vinyl)-5-nitro-phenyl]-acrylic acid methyl ester 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: 21.0%

: 123568-24-1
(E)-3-[2-Bromo-3-((E)-2-methoxycarbonyl-vinyl)-5-nitro-phenyl]-acrylic acid methyl ester

: 115-19-5
2-methyl-but-3-yn-2-ol

: 123568-43-4
(E)-3-[2-(3-Hydroxy-3-methyl-but-1-ynyl)-3-((E)-2-methoxycarbonyl-vinyl)-5-nitro-phenyl]-acrylic acid methyl ester

Guidance literature:: With copper(l) iodide; triethylamine; bis-triphenylphosphine-palladium(II) chloride; at 25 ℃; for 4.5h;
DOI:10.1021/jo00288a013

Reference yield:

: 6311-50-8
2-bromo-1,3-diiodo-5-nitrobenzene

: 123568-43-4
(E)-3-[2-(3-Hydroxy-3-methyl-but-1-ynyl)-3-((E)-2-methoxycarbonyl-vinyl)-5-nitro-phenyl]-acrylic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 34 percent / triethylamine / Pd(OAc)2, triphenylphosphine / 6 h / 100 °C

2: 21 percent / triethylamine, CuI / (PPh₃)2PdCl₂ / 4.5 h / 25 °C

With copper(l) iodide; triethylamine; bis-triphenylphosphine-palladium(II) chloride; palladium diacetate; triphenylphosphine;
DOI:10.1021/jo00288a013

Reference yield:

: 586-78-7
para-nitrophenyl bromide

: 123568-43-4
(E)-3-[2-(3-Hydroxy-3-methyl-but-1-ynyl)-3-((E)-2-methoxycarbonyl-vinyl)-5-nitro-phenyl]-acrylic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 44 percent / periodic acid, I₂, conc. H₂SO₄ / 75 - 80 °C

2: 34 percent / triethylamine / Pd(OAc)2, triphenylphosphine / 6 h / 100 °C

3: 21 percent / triethylamine, CuI / (PPh₃)2PdCl₂ / 4.5 h / 25 °C

With copper(l) iodide; sulfuric acid; iodine; periodic acid; triethylamine; bis-triphenylphosphine-palladium(II) chloride; palladium diacetate; triphenylphosphine;
DOI:10.1021/jo00288a013