methyl 4-(4-fluorophenyl)-3-[(hydroxyamino)carbonyl]-2-[(4-iodo-1,3-benzodioxol-5-yl)methylene]but-3-enoate

Base Information

Chemical Name:methyl 4-(4-fluorophenyl)-3-[(hydroxyamino)carbonyl]-2-[(4-iodo-1,3-benzodioxol-5-yl)methylene]but-3-enoate
CAS No.:911128-95-5
Molecular Formula:C₂₀H₁₅FINO₆
Molecular Weight:511.245
Hs Code.:

Synonyms:methyl 4-(4-fluorophenyl)-3-[(hydroxyamino)carbonyl]-2-[(4-iodo-1,3-benzodioxol-5-yl)methylene]but-3-enoate

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Chemical Property of methyl 4-(4-fluorophenyl)-3-[(hydroxyamino)carbonyl]-2-[(4-iodo-1,3-benzodioxol-5-yl)methylene]but-3-enoate

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Technology Process of methyl 4-(4-fluorophenyl)-3-[(hydroxyamino)carbonyl]-2-[(4-iodo-1,3-benzodioxol-5-yl)methylene]but-3-enoate

There total 7 articles about methyl 4-(4-fluorophenyl)-3-[(hydroxyamino)carbonyl]-2-[(4-iodo-1,3-benzodioxol-5-yl)methylene]but-3-enoate 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:

: (E)-3-Chlorocarbonyl-4-(4-fluoro-phenyl)-2-[1-(4-iodo-benzo[1,3]dioxol-5-yl)-meth-(E)-ylidene]-but-3-enoic acid methyl ester

: 911128-95-5
methyl 4-(4-fluorophenyl)-3-[(hydroxyamino)carbonyl]-2-[(4-iodo-1,3-benzodioxol-5-yl)methylene]but-3-enoate

Guidance literature:: With hydroxylamine hydrochloride; sodium hydrogencarbonate; In tetrahydrofuran; for 1h; cooling;
DOI:10.1016/j.tet.2006.06.090

Reference yield:

: 1007600-37-4
2-[1-(4-fluoro-phenyl)-meth-(E)-ylidene]-succinic acid

: 911128-95-5
methyl 4-(4-fluorophenyl)-3-[(hydroxyamino)carbonyl]-2-[(4-iodo-1,3-benzodioxol-5-yl)methylene]but-3-enoate

Guidance literature:: Multi-step reaction with 4 steps

1: aq. H₂SO₄ / 18 h / Heating

2: 82 percent / NaOMe / methanol / 3.5 h / Heating

3: thionyl chloride / tetrahydrofuran; dimethylformamide / 2 h / Heating

4: 1.40 g / hydroxylamine hydrochloride; aq. NaHCO₃ / tetrahydrofuran / 1 h / cooling

With thionyl chloride; sulfuric acid; hydroxylamine hydrochloride; sodium methylate; sodium hydrogencarbonate; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; 2: Stobbe condensation;
DOI:10.1016/j.tet.2006.06.090

Reference yield:

: 911128-92-2
2-(4-fluorobenzylidene)-4-(4-iodo-1,3-benzodioxol-5-yl)-3-(methoxycarbonyl)but-3-enoic acid

: 911128-95-5
methyl 4-(4-fluorophenyl)-3-[(hydroxyamino)carbonyl]-2-[(4-iodo-1,3-benzodioxol-5-yl)methylene]but-3-enoate

Guidance literature:: Multi-step reaction with 2 steps

1: thionyl chloride / tetrahydrofuran; dimethylformamide / 2 h / Heating

2: 1.40 g / hydroxylamine hydrochloride; aq. NaHCO₃ / tetrahydrofuran / 1 h / cooling

With thionyl chloride; hydroxylamine hydrochloride; sodium hydrogencarbonate; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2006.06.090