(E)-3-Isocyanato-4-(4-methoxy-phenyl)-2-[1-(4-methoxy-phenyl)-meth-(E)-ylidene]-but-3-enoic acid methoxymethyl ester

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Chemical Name:(E)-3-Isocyanato-4-(4-methoxy-phenyl)-2-[1-(4-methoxy-phenyl)-meth-(E)-ylidene]-but-3-enoic acid methoxymethyl ester
CAS No.:862263-43-2
Molecular Formula:C₂₂H₂₁NO₆
Molecular Weight:395.412
Hs Code.:

Synonyms:(E)-3-Isocyanato-4-(4-methoxy-phenyl)-2-[1-(4-methoxy-phenyl)-meth-(E)-ylidene]-but-3-enoic acid methoxymethyl ester

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Chemical Property of (E)-3-Isocyanato-4-(4-methoxy-phenyl)-2-[1-(4-methoxy-phenyl)-meth-(E)-ylidene]-but-3-enoic acid methoxymethyl ester

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Technology Process of (E)-3-Isocyanato-4-(4-methoxy-phenyl)-2-[1-(4-methoxy-phenyl)-meth-(E)-ylidene]-but-3-enoic acid methoxymethyl ester

There total 6 articles about (E)-3-Isocyanato-4-(4-methoxy-phenyl)-2-[1-(4-methoxy-phenyl)-meth-(E)-ylidene]-but-3-enoic acid methoxymethyl 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: 89.0%

: 862263-41-0
2,3-Bis-[1-(4-methoxy-phenyl)-meth-(E)-ylidene]-succinic acid monomethoxymethyl ester

: 862263-43-2
(E)-3-Isocyanato-4-(4-methoxy-phenyl)-2-[1-(4-methoxy-phenyl)-meth-(E)-ylidene]-but-3-enoic acid methoxymethyl ester

Guidance literature:: With diphenylphosphoranyl azide; sodium hydride; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 2h;
DOI:10.1016/j.tetlet.2005.05.077

Reference yield:

: 2227-57-8
3-(4-methoxyphenyl)propynoic acid

: 862263-43-2
(E)-3-Isocyanato-4-(4-methoxy-phenyl)-2-[1-(4-methoxy-phenyl)-meth-(E)-ylidene]-but-3-enoic acid methoxymethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: 96 percent / DCC; DMAP / CH₂Cl₂ / 12 h / -20 - 20 °C

2.1: n-Bu₃SnH; AIBN / benzene / 5 h / 20 °C

2.2: CuI / Pd(PPh₃)2Cl₂ / dimethylformamide / 4 h / 70 °C

3.1: 100 percent / TBAF / tetrahydrofuran / 18 h / 20 °C

4.1: 89 percent / diphenylphosphoryl azide; NaH / dimethylformamide / 2 h / 0 - 20 °C

With dmap; 2,2'-azobis(isobutyronitrile); diphenylphosphoranyl azide; tetrabutyl ammonium fluoride; tri-n-butyl-tin hydride; sodium hydride; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; benzene; 4.1: Curtius rearrangement;
DOI:10.1016/j.tetlet.2005.05.077

Reference yield:

: 862262-88-2
(4-methoxy-phenyl)-propynoic acid methoxymethyl ester

: 862263-43-2
(E)-3-Isocyanato-4-(4-methoxy-phenyl)-2-[1-(4-methoxy-phenyl)-meth-(E)-ylidene]-but-3-enoic acid methoxymethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: n-Bu₃SnH; AIBN / benzene / 5 h / 20 °C

1.2: Br₂ / CH₂Cl₂ / 2 h / 0 °C

2.1: n-Bu₃SnH; AIBN / benzene / 5 h / 20 °C

2.2: CuI / Pd(PPh₃)2Cl₂ / dimethylformamide / 4 h / 70 °C

3.1: 100 percent / TBAF / tetrahydrofuran / 18 h / 20 °C

4.1: 89 percent / diphenylphosphoryl azide; NaH / dimethylformamide / 2 h / 0 - 20 °C

With 2,2'-azobis(isobutyronitrile); diphenylphosphoranyl azide; tetrabutyl ammonium fluoride; tri-n-butyl-tin hydride; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide; benzene; 4.1: Curtius rearrangement;
DOI:10.1016/j.tetlet.2005.05.077