methyl endo-4-phenylbicyclo<3.2.1>octa-2,6-diene-2-carboxylate

Base Information

• Chemical Name: methyl endo-4-phenylbicyclo<3.2.1>octa-2,6-diene-2-carboxylate
• CAS No.: 119987-22-3
• Molecular Formula: C₁₆H₁₆O₂
• Molecular Weight: 240.302
• Mol file: 119987-22-3.mol

Synonyms:methyl endo-4-phenylbicyclo<3.2.1>octa-2,6-diene-2-carboxylate

Chemical Property of methyl endo-4-phenylbicyclo<3.2.1>octa-2,6-diene-2-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl endo-4-phenylbicyclo<3.2.1>octa-2,6-diene-2-carboxylate

There total 2 articles about methyl endo-4-phenylbicyclo<3.2.1>octa-2,6-diene-2-carboxylate 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: 74.0%

(E)-methyl 2-diazo-4-phenylbut-3-enoate (119987-21-2) + cyclopenta-1,3-diene (542-92-7,25568-84-7,7313-32-8) → methyl endo-4-phenylbicyclo<3.2.1>octa-2,6-diene-2-carboxylate (119987-22-3)

Guidance literature:

rhodium(II) acetate;

DOI:10.1016/0040-4039(88)85312-7

Reference yield:

(E)-methyl 4-phenylbut-3-enoate (91083-82-8,24891-74-5,34541-74-7) → methyl endo-4-phenylbicyclo<3.2.1>octa-2,6-diene-2-carboxylate (119987-22-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 89 percent / DBU, p-acetamidobenzenesulfonyl azide / acetonitrile / 0 °C

2: 73 percent / rhodium(II) acetate / CH₂Cl₂ / 0.17 h / Heating

With 4-acetamidobenzenesulfonyl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene; rhodium(II) acetate; In dichloromethane; acetonitrile;

DOI:10.1021/jo00012a011

upstream raw materials:

(E)-methyl 2-diazo-4-phenylbut-3-enoate

cyclopenta-1,3-diene

(E)-methyl 4-phenylbut-3-enoate