methyl (1RS,3SR,3aRS,6aSR)-3,5-diphenyl-4,6-dioxooctahydropyrrolo[3,4-c]pyrrole-1-carboxylate

Base Information

• Chemical Name: methyl (1RS,3SR,3aRS,6aSR)-3,5-diphenyl-4,6-dioxooctahydropyrrolo[3,4-c]pyrrole-1-carboxylate
• CAS No.: 118133-86-1
• Molecular Formula: C₂₀H₁₈N₂O₄
• Molecular Weight: 350.374
• Mol file: 118133-86-1.mol

Synonyms:methyl (1RS,3SR,3aRS,6aSR)-3,5-diphenyl-4,6-dioxooctahydropyrrolo[3,4-c]pyrrole-1-carboxylate

Chemical Property of methyl (1RS,3SR,3aRS,6aSR)-3,5-diphenyl-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 methyl (1RS,3SR,3aRS,6aSR)-3,5-diphenyl-4,6-dioxooctahydropyrrolo[3,4-c]pyrrole-1-carboxylate

There total 4 articles about methyl (1RS,3SR,3aRS,6aSR)-3,5-diphenyl-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: 91.0%

N-phenyl-maleimide (941-69-5) + methyl 2-(benzylideneamino)acetate (66646-88-6) → methyl (1RS,3SR,3aRS,6aSR)-3,5-diphenyl-4,6-dioxooctahydropyrrolo[3,4-c]pyrrole-1-carboxylate (118133-86-1)

Guidance literature:

With silver(I) acetate; In toluene; at 20 - 30 ℃; for 18h;

DOI:10.1055/s-0037-1611356

Reference yield: 62.0%

N-phenyl-maleimide (941-69-5) + (E)-N-benzylideneglycine methyl ester (66646-88-6,120238-40-6,138495-05-3) → methyl (1RS,3SR,3aRS,6aSR)-3,5-diphenyl-4,6-dioxooctahydropyrrolo[3,4-c]pyrrole-1-carboxylate (118133-86-1)

Guidance literature:

acetic acid; In acetic anhydride; acetic acid; for 24h; Ambient temperature;

DOI:10.1016/S0040-4020(01)87794-2

Reference yield:

N-phenyl-maleimide (941-69-5) + (E)-N-benzylideneglycine methyl ester (66646-88-6,120238-40-6,138495-05-3) → methyl 4,6-dioxo-3,5-diphenyl-octahydro-pyrrolo[3,4-c]pyrrole-1-carboxylate + methyl (1RS,3SR,3aRS,6aSR)-3,5-diphenyl-4,6-dioxooctahydropyrrolo[3,4-c]pyrrole-1-carboxylate (118133-86-1)

Guidance literature:

With C₂₂H₂₇AgN₂O₂P⁽¹⁺⁾*F₆P^(1-); In ethanol; at 25 ℃; for 17h; Overall yield = 79 percent; Overall yield = 55 mg; diastereoselective reaction; Darkness; Green chemistry;

DOI:10.1002/ejoc.201900724

upstream raw materials:

N-phenyl-maleimide

(E)-N-benzylideneglycine methyl ester

methyl 2-(benzylideneamino)acetate

benzaldehyde