3-(2-methyl-benzyl)-furan-2,4-dicarboxylic acid 4-ethyl ester

Base Information

• Chemical Name: 3-(2-methyl-benzyl)-furan-2,4-dicarboxylic acid 4-ethyl ester
• CAS No.: 852046-83-4
• Molecular Formula: C₁₆H₁₆O₅
• Molecular Weight: 288.3
• Mol file: 852046-83-4.mol

Synonyms:3-(2-methyl-benzyl)-furan-2,4-dicarboxylic acid 4-ethyl ester

Chemical Property of 3-(2-methyl-benzyl)-furan-2,4-dicarboxylic acid 4-ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(2-methyl-benzyl)-furan-2,4-dicarboxylic acid 4-ethyl ester

There total 4 articles about 3-(2-methyl-benzyl)-furan-2,4-dicarboxylic acid 4-ethyl ester 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: 80.4%

5-formyl-4-(2-methyl-benzyl)-furan-3-carboxylic acid ethyl ester (852046-91-4) → 3-(2-methyl-benzyl)-furan-2,4-dicarboxylic acid 4-ethyl ester (852046-83-4)

Guidance literature:

With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; In water; tert-butyl alcohol; at 40 ℃; for 1h;

DOI:10.1021/ol050346k

Reference yield:

1-penten-4-yne-3-ol (14304-27-9) → 3-(2-methyl-benzyl)-furan-2,4-dicarboxylic acid 4-ethyl ester (852046-83-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 918 mg / n-butyllithium / PdCl₂(PPh₃)2 / hexane; tetrahydrofuran; dimethylsulfoxide / 12 h / 40 °C

2: 50 percent / OsO₄; NaIO₄ / tetrahydrofuran; H₂O / 2.5 h / 0 - 35 °C

3: 80.4 percent / NaH₂PO₄; NaClO₂; 2-methyl-2-butene / 2-methyl-propan-2-ol; H₂O / 1 h / 40 °C

With sodium chlorite; sodium periodate; sodium dihydrogenphosphate; osmium(VIII) oxide; n-butyllithium; 2-methyl-but-2-ene; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; hexane; water; dimethyl sulfoxide; tert-butyl alcohol; 2: Lemieux-Johnson oxidation;

DOI:10.1021/ol050346k

Reference yield:

3-hydroxy-4-penten-1-ynyltrimethylsilane (124399-64-0,5272-35-5) → 3-(2-methyl-benzyl)-furan-2,4-dicarboxylic acid 4-ethyl ester (852046-83-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.98 g / K₂CO₃ / methanol / 1.5 h / 45 °C

2: 918 mg / n-butyllithium / PdCl₂(PPh₃)2 / hexane; tetrahydrofuran; dimethylsulfoxide / 12 h / 40 °C

3: 50 percent / OsO₄; NaIO₄ / tetrahydrofuran; H₂O / 2.5 h / 0 - 35 °C

4: 80.4 percent / NaH₂PO₄; NaClO₂; 2-methyl-2-butene / 2-methyl-propan-2-ol; H₂O / 1 h / 40 °C

With sodium chlorite; sodium periodate; sodium dihydrogenphosphate; osmium(VIII) oxide; n-butyllithium; 2-methyl-but-2-ene; potassium carbonate; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; methanol; hexane; water; dimethyl sulfoxide; tert-butyl alcohol; 3: Lemieux-Johnson oxidation;

DOI:10.1021/ol050346k

upstream raw materials:

5-formyl-4-(2-methyl-benzyl)-furan-3-carboxylic acid ethyl ester

4-(2-methyl-benzyl)-5-vinyl-furan-3-carboxylic acid ethyl ester

1-penten-4-yne-3-ol

3-hydroxy-4-penten-1-ynyltrimethylsilane