methyl (2E)-2-bromo-3-(1-methoxy-1,3-dioxo-3-phenylpropan-2-ylideneamino)-3-phenylacrylate

Base Information

• Chemical Name: methyl (2E)-2-bromo-3-(1-methoxy-1,3-dioxo-3-phenylpropan-2-ylideneamino)-3-phenylacrylate
• CAS No.: 1403871-53-3
• Molecular Formula: C₂₀H₁₆BrNO₅
• Molecular Weight: 430.255

Synonyms:methyl (2E)-2-bromo-3-(1-methoxy-1,3-dioxo-3-phenylpropan-2-ylideneamino)-3-phenylacrylate

Chemical Property of methyl (2E)-2-bromo-3-(1-methoxy-1,3-dioxo-3-phenylpropan-2-ylideneamino)-3-phenylacrylate

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Technology Process of methyl (2E)-2-bromo-3-(1-methoxy-1,3-dioxo-3-phenylpropan-2-ylideneamino)-3-phenylacrylate

There total 2 articles about methyl (2E)-2-bromo-3-(1-methoxy-1,3-dioxo-3-phenylpropan-2-ylideneamino)-3-phenylacrylate 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: 83.0%

2-diazo-3-oxo-3-phenyl-propionic acid methyl ester (1807-69-8) + methyl 2-bromo-3-phenyl-2H-azirine-2-carboxylate (367967-56-4) → methyl (2E)-2-bromo-3-(1-methoxy-1,3-dioxo-3-phenylpropan-2-ylideneamino)-3-phenylacrylate (1403871-53-3)

Guidance literature:

With dirhodium tetraacetate; In 1,2-dichloro-ethane; for 0.00833333h; stereoselective reaction; Reflux; Inert atmosphere;

DOI:10.1016/j.tet.2015.05.022

Reference yield: 52.0%

2-diazo-3-oxo-3-phenyl-propionic acid methyl ester (1807-69-8) + methyl 2-bromo-3-phenyl-2H-azirine-2-carboxylate (367967-56-4) → 3-benzoyloxetan-2-one (1403871-75-9) + methyl (2E)-2-bromo-3-(1-methoxy-1,3-dioxo-3-phenylpropan-2-ylideneamino)-3-phenylacrylate (1403871-53-3)

Guidance literature:

With dirhodium tetraacetate; In 1,2-dichloro-ethane; at 84 ℃; stereoselective reaction; Inert atmosphere;

DOI:10.1016/j.tetlet.2012.08.063

Reference yield: 25.0%

methyl (2E)-2-bromo-3-(1-methoxy-1,3-dioxo-3-phenylpropan-2-ylideneamino)-3-phenylacrylate (1403871-53-3) → dimethyl 2-benzoyl-3-bromo-4-phenyl-2,3-dihydroazete-2,3-dicarboxylate

Guidance literature:

With potassium carbonate; In benzene; for 1h; Reflux;

DOI:10.1016/j.tet.2015.05.022

upstream raw materials:

2-diazo-3-oxo-3-phenyl-propionic acid methyl ester

methyl 2-bromo-3-phenyl-2H-azirine-2-carboxylate

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