dimethyl 1-benzyl-7-oxabicyclo[2.2.1]hepta-2,5-diene-2,3-dicarboxylate

Base Information

• Chemical Name: dimethyl 1-benzyl-7-oxabicyclo[2.2.1]hepta-2,5-diene-2,3-dicarboxylate
• CAS No.: 1266386-40-6
• Molecular Formula: C₁₇H₁₆O₅
• Molecular Weight: 300.311
• Mol file: 1266386-40-6.mol

Synonyms:dimethyl 1-benzyl-7-oxabicyclo[2.2.1]hepta-2,5-diene-2,3-dicarboxylate

Chemical Property of dimethyl 1-benzyl-7-oxabicyclo[2.2.1]hepta-2,5-diene-2,3-dicarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of dimethyl 1-benzyl-7-oxabicyclo[2.2.1]hepta-2,5-diene-2,3-dicarboxylate

There total 1 articles about dimethyl 1-benzyl-7-oxabicyclo[2.2.1]hepta-2,5-diene-2,3-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: 88.0%

2-benzylfuran (37542-92-0) + dimethyl acetylenedicarboxylate (762-42-5) → dimethyl 1-benzyl-7-oxabicyclo[2.2.1]hepta-2,5-diene-2,3-dicarboxylate (1266386-40-6)

Guidance literature:

In toluene; for 4h; Reflux; Inert atmosphere;

DOI:10.1016/j.tet.2010.11.080

Reference yield: 87.0%

dimethyl 1-benzyl-7-oxabicyclo[2.2.1]hepta-2,5-diene-2,3-dicarboxylate (1266386-40-6) → 4-benzyl-3-(methoxycarbonyl)-7-oxabicyclo[2.2.1]hepta-2,5-di-ene-2-carboxylic acid (1452885-09-4)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; water; at 0 ℃; for 0.416667h; regioselective reaction;

DOI:10.1055/s-0033-1338802

Reference yield: 84.0%

methyl (S)-2-(benzylideneamino)-4-methylpentanoate (75691-28-0) + dimethyl 1-benzyl-7-oxabicyclo[2.2.1]hepta-2,5-diene-2,3-dicarboxylate (1266386-40-6) → trimethyl (cis)-2-isobutyl-5-phenyl-2,5-dihydro-1H-pyrrole-2,3,4-tricarboxylate

Guidance literature:

In toluene; at 180 ℃; for 0.266667h; diastereoselective reaction; Microwave irradiation;

DOI:10.1016/j.tet.2010.11.080

upstream raw materials:

2-benzylfuran

dimethyl acetylenedicarboxylate

Downstream raw materials:

trimethyl 2-isobutyl-5-phenyl-2H-pyrrole-2,3,4-tricarboxylate

methyl 1-benzyl-3-(phenylcarbamoyl)-7-oxabicyclo[2.2.1]hepta-2,5-diene-2-carboxylate

methyl 1-benzyl-3-(phenylcarbamoyl)-7-oxabicyclo[2.2.1]hept-2-ene-2-carboxylate

methyl 2-benzyl-4-(phenylcarbamoyl)-3-furoate