(E)-4-(4-Methoxy-phenyl)-2-[1-(4-methoxy-phenyl)-meth-(E)-ylidene]-3-(2-trimethylsilanyl-ethoxycarbonylamino)-but-3-enoic acid

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Chemical Name:(E)-4-(4-Methoxy-phenyl)-2-[1-(4-methoxy-phenyl)-meth-(E)-ylidene]-3-(2-trimethylsilanyl-ethoxycarbonylamino)-but-3-enoic acid
CAS No.:862263-45-4
Molecular Formula:C₂₅H₃₁NO₆Si
Molecular Weight:469.61
Hs Code.:

Synonyms:(E)-4-(4-Methoxy-phenyl)-2-[1-(4-methoxy-phenyl)-meth-(E)-ylidene]-3-(2-trimethylsilanyl-ethoxycarbonylamino)-but-3-enoic acid

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Chemical Property of (E)-4-(4-Methoxy-phenyl)-2-[1-(4-methoxy-phenyl)-meth-(E)-ylidene]-3-(2-trimethylsilanyl-ethoxycarbonylamino)-but-3-enoic acid

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Technology Process of (E)-4-(4-Methoxy-phenyl)-2-[1-(4-methoxy-phenyl)-meth-(E)-ylidene]-3-(2-trimethylsilanyl-ethoxycarbonylamino)-but-3-enoic acid

There total 9 articles about (E)-4-(4-Methoxy-phenyl)-2-[1-(4-methoxy-phenyl)-meth-(E)-ylidene]-3-(2-trimethylsilanyl-ethoxycarbonylamino)-but-3-enoic 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: 100.0%

: 862263-20-5
(E)-4-(4-Methoxy-phenyl)-2-[1-(4-methoxy-phenyl)-meth-(E)-ylidene]-3-(2-trimethylsilanyl-ethoxycarbonylamino)-but-3-enoic acid methoxymethyl ester

: 862263-45-4
(E)-4-(4-Methoxy-phenyl)-2-[1-(4-methoxy-phenyl)-meth-(E)-ylidene]-3-(2-trimethylsilanyl-ethoxycarbonylamino)-but-3-enoic acid

Guidance literature:: With magnesium bromide; In diethyl ether; at 20 ℃; for 5h;
DOI:10.1016/j.tetlet.2005.05.077

Reference yield:

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

: 862263-45-4
(E)-4-(4-Methoxy-phenyl)-2-[1-(4-methoxy-phenyl)-meth-(E)-ylidene]-3-(2-trimethylsilanyl-ethoxycarbonylamino)-but-3-enoic acid

Guidance literature:: Multi-step reaction with 6 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

5.1: 78 percent / pyridine / tetrahydrofuran / 12 h / 60 °C

6.1: 100 percent / MgBr₂*OEt₂ / diethyl ether / 5 h / 20 °C

With pyridine; dmap; 2,2'-azobis(isobutyronitrile); diphenylphosphoranyl azide; tetrabutyl ammonium fluoride; tri-n-butyl-tin hydride; sodium hydride; dicyclohexyl-carbodiimide; magnesium bromide; In tetrahydrofuran; diethyl ether; 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

: 862263-45-4
(E)-4-(4-Methoxy-phenyl)-2-[1-(4-methoxy-phenyl)-meth-(E)-ylidene]-3-(2-trimethylsilanyl-ethoxycarbonylamino)-but-3-enoic acid

Guidance literature:: Multi-step reaction with 6 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

5.1: 78 percent / pyridine / tetrahydrofuran / 12 h / 60 °C

6.1: 100 percent / MgBr₂*OEt₂ / diethyl ether / 5 h / 20 °C

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