4-trifluoromethylbenzoic acid endo-3-(2-oxo-pyrrolidine-3-carbonyl)-bicyclo[2.2.1]hept-5-en-2-yl ester

Base Information

• Chemical Name: 4-trifluoromethylbenzoic acid endo-3-(2-oxo-pyrrolidine-3-carbonyl)-bicyclo[2.2.1]hept-5-en-2-yl ester
• CAS No.: 740815-65-0
• Molecular Formula: C₂₀H₁₈F₃NO₄
• Molecular Weight: 393.362
• Mol file: 740815-65-0.mol

Synonyms:4-trifluoromethylbenzoic acid endo-3-(2-oxo-pyrrolidine-3-carbonyl)-bicyclo[2.2.1]hept-5-en-2-yl ester

Chemical Property of 4-trifluoromethylbenzoic acid endo-3-(2-oxo-pyrrolidine-3-carbonyl)-bicyclo[2.2.1]hept-5-en-2-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-trifluoromethylbenzoic acid endo-3-(2-oxo-pyrrolidine-3-carbonyl)-bicyclo[2.2.1]hept-5-en-2-yl ester

There total 1 articles about 4-trifluoromethylbenzoic acid endo-3-(2-oxo-pyrrolidine-3-carbonyl)-bicyclo[2.2.1]hept-5-en-2-yl 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:

cyclopenta-1,3-diene (542-92-7,25568-84-7,7313-32-8) + 4-trifluoromethylbenzoic acid 3-oxo-3-(2-oxo-pyrrolidin-3-yl)-propenyl ester (740815-55-8) → 4-trifluoromethylbenzoic acid endo-3-(2-oxo-pyrrolidine-3-carbonyl)-bicyclo[2.2.1]hept-5-en-2-yl ester (740815-65-0) + 4-trifluoromethylbenzoic acid endo-3-(2-oxo-pyrrolidine-3-carbonyl)-bicyclo[2.2.1]hept-5-en-2-yl ester + 4-trifluoromethylbenzoic acid exo-3-(2-oxo-pyrrolidine-3-carbonyl)-bicyclo[2.2.1]hept-5-en-2-yl ester

Guidance literature:

4-trifluoromethylbenzoic acid 3-oxo-3-(2-oxo-pyrrolidin-3-yl)-propenyl ester; 1,1-bis(8,8a,3a-tri(H)-indeno[1,2-d]oxazol-2yl)cPr*Cu(SbF₆)2; In dichloromethane; at 20 ℃; for 0.5h;

cyclopenta-1,3-diene; In dichloromethane; at 20 ℃; for 1h; Further stages.;

DOI:10.1016/j.tetlet.2004.05.090

Reference yield: 100.0%

methanol (67-56-1) + 4-trifluoromethylbenzoic acid endo-3-(2-oxo-pyrrolidine-3-carbonyl)-bicyclo[2.2.1]hept-5-en-2-yl ester (740815-65-0) → 3-(4-trifluoromethyl-benzoyloxy)-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid methyl ester (740815-77-4)

Guidance literature:

1,1-bis(8,8a,3a-tri(H)-indeno[1,2-d]oxazol-2yl)cPr*Cu(SbF₆)2; samarium(III) trifluoromethanesulfonate; at 20 ℃; for 0.333333h;

DOI:10.1016/j.tetlet.2004.05.090

Reference yield:

4-trifluoromethylbenzoic acid endo-3-(2-oxo-pyrrolidine-3-carbonyl)-bicyclo[2.2.1]hept-5-en-2-yl ester (740815-65-0) → (+)-2-methoxy-carbonylnorbornadiene (111613-51-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / 1,1-bis(8,8a,3a-tri(H)-indeno[1,2-d]oxazol-2yl)cPr*Cu(SbF₆)2; Sm(OTf)3 / 0.33 h / 20 °C

2: 60 percent / DBU / acetonitrile / 24 h / 80 °C

With 1,8-diazabicyclo[5.4.0]undec-7-ene; 1,1-bis(8,8a,3a-tri(H)-indeno[1,2-d]oxazol-2yl)cPr*Cu(SbF₆)2; samarium(III) trifluoromethanesulfonate; In acetonitrile;

DOI:10.1016/j.tetlet.2004.05.090

upstream raw materials:

cyclopenta-1,3-diene

4-trifluoromethylbenzoic acid 3-oxo-3-(2-oxo-pyrrolidin-3-yl)-propenyl ester

Downstream raw materials:

3-(4-trifluoromethyl-benzoyloxy)-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid methyl ester

(+)-2-methoxy-carbonylnorbornadiene