(2E,4E)-5-{2-[2-(3-Fluoro-propoxy)-3,5-diisopropyl-phenyl]-furan-3-yl}-3-methyl-penta-2,4-dienoic acid ethyl ester

Base Information

Chemical Name:(2E,4E)-5-{2-[2-(3-Fluoro-propoxy)-3,5-diisopropyl-phenyl]-furan-3-yl}-3-methyl-penta-2,4-dienoic acid ethyl ester
CAS No.:606122-95-6
Molecular Formula:C₂₇H₃₅FO₄
Molecular Weight:442.571
Hs Code.:

Synonyms:(2E,4E)-5-{2-[2-(3-Fluoro-propoxy)-3,5-diisopropyl-phenyl]-furan-3-yl}-3-methyl-penta-2,4-dienoic acid ethyl ester

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Chemical Property of (2E,4E)-5-{2-[2-(3-Fluoro-propoxy)-3,5-diisopropyl-phenyl]-furan-3-yl}-3-methyl-penta-2,4-dienoic acid ethyl ester

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Technology Process of (2E,4E)-5-{2-[2-(3-Fluoro-propoxy)-3,5-diisopropyl-phenyl]-furan-3-yl}-3-methyl-penta-2,4-dienoic acid ethyl ester

There total 5 articles about (2E,4E)-5-{2-[2-(3-Fluoro-propoxy)-3,5-diisopropyl-phenyl]-furan-3-yl}-3-methyl-penta-2,4-dienoic acid ethyl 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: 97.0%

: triethyl 3-methyl-4-phosphonocrotonate

: 606122-94-5
2-[3,5-di-iso-propyl-2-(3-fluoropropoxy)benzene]-3-formylfuran

: 606122-95-6
(2E,4E)-5-{2-[2-(3-Fluoro-propoxy)-3,5-diisopropyl-phenyl]-furan-3-yl}-3-methyl-penta-2,4-dienoic acid ethyl ester

Guidance literature:: triethyl 3-methyl-4-phosphonocrotonate; With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.333333h;

2-[3,5-di-iso-propyl-2-(3-fluoropropoxy)benzene]-3-formylfuran; With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 2.5h;
DOI:10.1021/jm020401k

Reference yield:

: 27339-38-4
3-formyl-furan-2-ylboronic acid

: 606122-95-6
(2E,4E)-5-{2-[2-(3-Fluoro-propoxy)-3,5-diisopropyl-phenyl]-furan-3-yl}-3-methyl-penta-2,4-dienoic acid ethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: 11 percent / Pd(PPh₃)4; aq. Na₂CO₃ / 1,2-dimethoxy-ethane / Heating

2.1: DMPU; n-BuLi / tetrahydrofuran; hexane / 0.33 h / -78 °C

2.2: 97 percent / DMPU / tetrahydrofuran; hexane / 2.5 h / -78 - 20 °C

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; sodium carbonate; In tetrahydrofuran; 1,2-dimethoxyethane; hexane; 1.1: Suzuki coupling / 2.2: Horner-Wadsworth-Emmons reaction;
DOI:10.1021/jm020401k

Reference yield:

: 2934-05-6
2,4-diisopropylphenol

: 606122-95-6
(2E,4E)-5-{2-[2-(3-Fluoro-propoxy)-3,5-diisopropyl-phenyl]-furan-3-yl}-3-methyl-penta-2,4-dienoic acid ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: 99 percent / N-iodosuccinimide; p-toluenesulfonic acid / CH₂Cl₂ / 20 °C

2.1: 99 percent / Cs₂CO₃ / dimethylformamide / 20 °C

3.1: 11 percent / Pd(PPh₃)4; aq. Na₂CO₃ / 1,2-dimethoxy-ethane / Heating

4.1: DMPU; n-BuLi / tetrahydrofuran; hexane / 0.33 h / -78 °C

4.2: 97 percent / DMPU / tetrahydrofuran; hexane / 2.5 h / -78 - 20 °C

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; N-iodo-succinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; sodium carbonate; caesium carbonate; toluene-4-sulfonic acid; In tetrahydrofuran; 1,2-dimethoxyethane; hexane; dichloromethane; N,N-dimethyl-formamide; 3.1: Suzuki coupling / 4.2: Horner-Wadsworth-Emmons reaction;
DOI:10.1021/jm020401k