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

Base Information

• Chemical Name: tetramethyl (5E)-3,6-bis(2,4,6-trimethoxyphenyl)hex-5-ene-1,1,4,4-tetracarboxylate
• CAS No.: 1337952-32-5
• Molecular Formula: C₃₂H₄₀O₁₄
• Molecular Weight: 648.661
• Mol file: 1337952-32-5.mol

Synonyms:tetramethyl (5E)-3,6-bis(2,4,6-trimethoxyphenyl)hex-5-ene-1,1,4,4-tetracarboxylate

Chemical Property of tetramethyl (5E)-3,6-bis(2,4,6-trimethoxyphenyl)hex-5-ene-1,1,4,4-tetracarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tetramethyl (5E)-3,6-bis(2,4,6-trimethoxyphenyl)hex-5-ene-1,1,4,4-tetracarboxylate

There total 4 articles about tetramethyl (5E)-3,6-bis(2,4,6-trimethoxyphenyl)hex-5-ene-1,1,4,4-tetracarboxylate 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: 85.0%

dimethyl 2-(2,4,6-trimethoxyphenyl)cyclopropane-1,1-dicarboxylate (1327154-33-5) → tetramethyl (5E)-3,6-bis(2,4,6-trimethoxyphenyl)hex-5-ene-1,1,4,4-tetracarboxylate (1337952-32-5)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; for 6h; Reflux;

DOI:10.1021/jo201612w

Reference yield: 26.0%

dimethyl 2-(2,4,6-trimethoxyphenyl)cyclopropane-1,1-dicarboxylate (1327154-33-5) → tetramethyl (5E)-3,6-bis(2,4,6-trimethoxyphenyl)hex-5-ene-1,1,4,4-tetracarboxylate (1337952-32-5) + (2RS,5RS)-tetramethyl 2,5-bis(2,4,6-trimethoxyphenyl)cyclohexane-1,1,4,4-tetracarboxylate

Guidance literature:

With gallium(III) trichloride; In nitromethane; at 20 ℃; for 4h; diastereoselective reaction;

DOI:10.1021/jo201612w

Reference yield:

C15H18O7 (500000-66-8) → tetramethyl (5E)-3,6-bis(2,4,6-trimethoxyphenyl)hex-5-ene-1,1,4,4-tetracarboxylate (1337952-32-5)

Guidance literature:

Multi-step reaction with 2 steps

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

2: boron trifluoride diethyl etherate / dichloromethane / 6 h / Reflux

With boron trifluoride diethyl etherate; sodium hydride; In dichloromethane; dimethyl sulfoxide; mineral oil; 1: Corey-Chaykovsky reaction;

DOI:10.1021/jo201612w

upstream raw materials:

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

C₁₅H₁₈O₇