diethyl 2-(3-bromo-2,4,6-trimethoxyphenyl)cyclopropane-1,1-dicarboxylate

Base Information

• Chemical Name: diethyl 2-(3-bromo-2,4,6-trimethoxyphenyl)cyclopropane-1,1-dicarboxylate
• CAS No.: 1337952-16-5
• Molecular Formula: C₁₈H₂₃BrO₇
• Molecular Weight: 431.28

Synonyms:diethyl 2-(3-bromo-2,4,6-trimethoxyphenyl)cyclopropane-1,1-dicarboxylate

Chemical Property of diethyl 2-(3-bromo-2,4,6-trimethoxyphenyl)cyclopropane-1,1-dicarboxylate

Chemical Property:

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Technology Process of diethyl 2-(3-bromo-2,4,6-trimethoxyphenyl)cyclopropane-1,1-dicarboxylate

There total 2 articles about diethyl 2-(3-bromo-2,4,6-trimethoxyphenyl)cyclopropane-1,1-dicarboxylate 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: 91.0%

dimethyl 2-(2,4,6-trimethoxyphenyl)cyclopropane-1,1-dicarboxylate (1263081-88-4) → diethyl 2-(3-bromo-2,4,6-trimethoxyphenyl)cyclopropane-1,1-dicarboxylate (1337952-16-5)

Guidance literature:

With N-Bromosuccinimide; In dichloromethane; at -60 - -20 ℃;

DOI:10.1021/jo201612w

Reference yield:

diethyl 2-(2,4,6-trimethoxybenzylidene)malonate (86726-44-5) → diethyl 2-(3-bromo-2,4,6-trimethoxyphenyl)cyclopropane-1,1-dicarboxylate (1337952-16-5)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydride / dimethyl sulfoxide; mineral oil / 0.58 h / 20 °C

2: N-Bromosuccinimide / dichloromethane / -60 - -20 °C

With N-Bromosuccinimide; sodium hydride; In dichloromethane; dimethyl sulfoxide; mineral oil; 1: Corey-Chaykovsky reaction;

DOI:10.1021/jo201612w

Reference yield: 81.0%

diethyl 2-(3-bromo-2,4,6-trimethoxyphenyl)cyclopropane-1,1-dicarboxylate (1337952-16-5) → (2RS,5RS)-tetraethyl 2,5-bis(3-bromo-2,4,6-trimethoxyphenyl)cyclohexane-1,1,4,4-tetracarboxylate

Guidance literature:

With tin(IV) chloride; In nitromethane; at 50 ℃; for 2h; diastereoselective reaction;

DOI:10.1021/jo201612w

upstream raw materials:

dimethyl 2-(2,4,6-trimethoxyphenyl)cyclopropane-1,1-dicarboxylate

diethyl 2-(2,4,6-trimethoxybenzylidene)malonate

Downstream raw materials:

tetraethyl (5E)-3,6-bis(3-bromo-2,4,6-trimethoxyphenyl)hex-5-ene-1,1,4,4-tetracarboxylate

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