isopropyl (1S,3R,3aS,6aR)-5-methyl-3-phenyl-4,6-dioxooctahydropyrrolo[3,4-c]pyrrole-1-carboxylate

Base Information

• Chemical Name: isopropyl (1S,3R,3aS,6aR)-5-methyl-3-phenyl-4,6-dioxooctahydropyrrolo[3,4-c]pyrrole-1-carboxylate
• CAS No.: 1140972-11-7
• Molecular Formula: C₁₇H₂₀N₂O₄
• Molecular Weight: 316.357
• Mol file: 1140972-11-7.mol

Synonyms:isopropyl (1S,3R,3aS,6aR)-5-methyl-3-phenyl-4,6-dioxooctahydropyrrolo[3,4-c]pyrrole-1-carboxylate

Chemical Property of isopropyl (1S,3R,3aS,6aR)-5-methyl-3-phenyl-4,6-dioxooctahydropyrrolo[3,4-c]pyrrole-1-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of isopropyl (1S,3R,3aS,6aR)-5-methyl-3-phenyl-4,6-dioxooctahydropyrrolo[3,4-c]pyrrole-1-carboxylate

There total 3 articles about isopropyl (1S,3R,3aS,6aR)-5-methyl-3-phenyl-4,6-dioxooctahydropyrrolo[3,4-c]pyrrole-1-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: 73.0%

N-methylmaleimide (930-88-1) + C12H15NO2 (334651-13-7) → isopropyl (1S,3R,3aS,6aR)-5-methyl-3-phenyl-4,6-dioxooctahydropyrrolo[3,4-c]pyrrole-1-carboxylate (1140972-11-7)

Guidance literature:

N-methylmaleimide; C₁₂H₁₅NO₂; With C₁₉H₂₄N₂O; In toluene; for 0.166667h;

With (R)-1,1'-binaphthyl-2,2'-phosphoric acid; silver carbonate; In toluene; at 20 ℃; for 24h; Darkness;

DOI:10.1002/chem.201801433

Reference yield:

N-methylmaleimide (930-88-1) + C12H15NO2 (334651-13-7) → isopropyl (1S,3R,3aS,6aR)-5-methyl-3-phenyl-4,6-dioxooctahydropyrrolo[3,4-c]pyrrole-1-carboxylate (1140972-11-7) + isopropyl (1R,3S,3aR,6aS)-5-methyl-3-phenyl-4,6-dioxooctahydropyrrolo[3,4-c]pyrrole-1-carboxylate + isopropyl 5-methyl-3-phenyl-4,6-dioxooctahydropyrrolo[3,4-c]pyrrole-1-carboxylate

Guidance literature:

With silver hexafluoroantimonate; (S)-(1,1'-binaphthalene)-2,2'-diylbis(diphenylphosphine); triethylamine; In toluene; at 25 ℃; for 16h; Overall yield = 80 %; enantioselective reaction; Darkness;

DOI:10.1016/j.tetasy.2012.10.015

Reference yield:

N-methylmaleimide (930-88-1) + isopropyl benzylideneiminoglycinate → isopropyl (1S,3R,3aS,6aR)-5-methyl-3-phenyl-4,6-dioxooctahydropyrrolo[3,4-c]pyrrole-1-carboxylate (1140972-11-7) + isopropyl 5-methyl-3-phenyl-4,6-dioxooctahydropyrrolo[3,4-c]pyrrole-1-carboxylate

Guidance literature:

With silver perchlorate; (S)-(1,1'-binaphthalene)-2,2'-diylbis(diphenylphosphine); triethylamine; In toluene; at 20 ℃; optical yield given as %de; diastereoselective reaction; Darkness;

DOI:10.1016/j.tetasy.2008.12.021

upstream raw materials:

N-methylmaleimide

C₁₂H₁₅NO₂