1-(3-bromo-4,5-dimethoxyphenyl)-6-ethoxy-7-methoxy-2,3-bis(methoxycarbonyl)naphthalene

Base Information

• Chemical Name: 1-(3-bromo-4,5-dimethoxyphenyl)-6-ethoxy-7-methoxy-2,3-bis(methoxycarbonyl)naphthalene
• CAS No.: 225517-46-4
• Molecular Formula: C₂₅H₂₅BrO₈
• Molecular Weight: 533.373

Synonyms:1-(3-bromo-4,5-dimethoxyphenyl)-6-ethoxy-7-methoxy-2,3-bis(methoxycarbonyl)naphthalene

Chemical Property of 1-(3-bromo-4,5-dimethoxyphenyl)-6-ethoxy-7-methoxy-2,3-bis(methoxycarbonyl)naphthalene

Chemical Property:

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Technology Process of 1-(3-bromo-4,5-dimethoxyphenyl)-6-ethoxy-7-methoxy-2,3-bis(methoxycarbonyl)naphthalene

There total 4 articles about 1-(3-bromo-4,5-dimethoxyphenyl)-6-ethoxy-7-methoxy-2,3-bis(methoxycarbonyl)naphthalene 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:

1-(3-bromo-4,5-dimethoxy-phenyl)-5-ethoxy-4-methoxy-11-oxa-tricyclo[6.2.1.02,7]undeca-2,4,6-triene-9,10-dicarboxylic acid dimethyl ester → 1-(3-bromo-4,5-dimethoxyphenyl)-6-ethoxy-7-methoxy-2,3-bis(methoxycarbonyl)naphthalene (225517-46-4)

Guidance literature:

With trifluoroacetic acid; In toluene; Yield given; Ambient temperature;

DOI:10.1021/jm9807048

Reference yield:

5-bromoveratralaldehyde (6948-30-7) → 1-(3-bromo-4,5-dimethoxyphenyl)-6-ethoxy-7-methoxy-2,3-bis(methoxycarbonyl)naphthalene (225517-46-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) n-BuLi / 1.) THF, -78 deg C, 30 min, 2.) THF, -78 deg C, 30 min

2: AcOH / toluene / 2 h / Heating

3: TFA / toluene / Ambient temperature

With n-butyllithium; acetic acid; trifluoroacetic acid; In toluene;

DOI:10.1021/jm9807048

Reference yield:

6-bromo-3-ethoxy-4-methoxybenzaldehyde dimethyl acetal (155044-01-2) → 1-(3-bromo-4,5-dimethoxyphenyl)-6-ethoxy-7-methoxy-2,3-bis(methoxycarbonyl)naphthalene (225517-46-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) n-BuLi / 1.) THF, -78 deg C, 30 min, 2.) THF, -78 deg C, 30 min

2: AcOH / toluene / 2 h / Heating

3: TFA / toluene / Ambient temperature

With n-butyllithium; acetic acid; trifluoroacetic acid; In toluene;

DOI:10.1021/jm9807048

upstream raw materials:

5-bromoveratralaldehyde

6-bromo-3-ethoxy-4-methoxybenzaldehyde dimethyl acetal

(3-bromo-4,5-dimethoxy-phenyl)-(2-dimethoxymethyl-4-ethoxy-5-methoxy-phenyl)-methanol

Downstream raw materials:

1-(3-bromo-4,5-dimethoxyphenyl)-6-ethoxy-7-methoxy-2-(methoxycarbonyl)naphthalene-3-carboxylic acid

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