(Z)-3-{4-[2-Hydroxy-5-(2-methoxycarbonyl-ethyl)-phenoxy]-phenyl}-acrylic acid

Base Information

Chemical Name:(Z)-3-{4-[2-Hydroxy-5-(2-methoxycarbonyl-ethyl)-phenoxy]-phenyl}-acrylic acid
CAS No.:134209-06-6
Molecular Formula:C₁₉H₁₈O₆
Molecular Weight:342.348
Hs Code.:

Synonyms:(Z)-3-{4-[2-Hydroxy-5-(2-methoxycarbonyl-ethyl)-phenoxy]-phenyl}-acrylic acid

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Chemical Property of (Z)-3-{4-[2-Hydroxy-5-(2-methoxycarbonyl-ethyl)-phenoxy]-phenyl}-acrylic acid

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Technology Process of (Z)-3-{4-[2-Hydroxy-5-(2-methoxycarbonyl-ethyl)-phenoxy]-phenyl}-acrylic acid

There total 2 articles about (Z)-3-{4-[2-Hydroxy-5-(2-methoxycarbonyl-ethyl)-phenoxy]-phenyl}-acrylic acid 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: 91.0%

: 134209-05-5
(Z)-3-{4-[2-Hydroxy-5-(2-methoxycarbonyl-ethyl)-phenoxy]-phenyl}-acrylic acid 2-trimethylsilanyl-ethyl ester

: 134209-06-6
(Z)-3-{4-[2-Hydroxy-5-(2-methoxycarbonyl-ethyl)-phenoxy]-phenyl}-acrylic acid

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 50 ℃; for 12h;
DOI:10.1021/jo00013a024

Reference yield:

: 134209-03-3
3-[3-(4-Formyl-phenoxy)-4-hydroxy-phenyl]-propionic acid methyl ester

: 134209-06-6
(Z)-3-{4-[2-Hydroxy-5-(2-methoxycarbonyl-ethyl)-phenoxy]-phenyl}-acrylic acid

Guidance literature:: Multi-step reaction with 2 steps

1: 90 percent / potassium bis(trimethylsilyl)amide (KHMDS), 18-crown-6 / tetrahydrofuran / 0.5 h / -60 °C

2: 91 percent / n-Bu₄NF / tetrahydrofuran / 12 h / 50 °C

With 18-crown-6 ether; tetrabutyl ammonium fluoride; potassium hexamethylsilazane; In tetrahydrofuran;
DOI:10.1021/jo00013a024

Reference yield:

: 134209-06-6
(Z)-3-{4-[2-Hydroxy-5-(2-methoxycarbonyl-ethyl)-phenoxy]-phenyl}-acrylic acid

: 134209-08-8
3-{4-Hydroxy-3-[4-((Z)-3-hydroxy-propenyl)-phenoxy]-phenyl}-propionic acid

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) Et(iPr)2N, Cl₃CCH₂OCOCl, 2.) NaBH₄ / 1.) THF, 0 deg C, 45 min, 2.) THF-DMF, 0 deg C, 15 min

2: 82 percent / LiOH / tetrahydrofuran; methanol; H₂O / 5 h / 25 °C

With lithium hydroxide; sodium tetrahydroborate; N-ethyl-N,N-diisopropylamine; 2,2,2-Trichloroethyl chloroformate; In tetrahydrofuran; methanol; water;
DOI:10.1021/jo00013a024