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

Base Information

Chemical Name:tert-butyl (1S,3R,3aS,6aR)-5-methyl-3-phenyl-4,6-dioxooctahydropyrrolo[3,4-c]pyrrole-1-carboxylate
CAS No.:1140972-12-8
Molecular Formula:C₁₈H₂₂N₂O₄
Molecular Weight:330.384
Hs Code.:

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

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

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

There total 3 articles about tert-butyl (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: 53.0%

: 930-88-1
N-methylmaleimide

: 64923-12-2
tert-butyl N-benzylideneglycinate

: 1140972-12-8
tert-butyl (1S,3R,3aS,6aR)-5-methyl-3-phenyl-4,6-dioxooctahydropyrrolo[3,4-c]pyrrole-1-carboxylate

Guidance literature:: N-methylmaleimide; tert-butyl N-benzylideneglycinate; 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:

: 930-88-1
N-methylmaleimide

: 64923-12-2
tert-butyl N-benzylideneglycinate

: 1140972-12-8
tert-butyl (1S,3R,3aS,6aR)-5-methyl-3-phenyl-4,6-dioxooctahydropyrrolo[3,4-c]pyrrole-1-carboxylate

: tert-butyl 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 = 81 %; enantioselective reaction; Darkness;
DOI:10.1016/j.tetasy.2012.10.015

Reference yield:

: 930-88-1
N-methylmaleimide

: tert-butyl benzylideneiminoglycinate

: 1140972-12-8
tert-butyl (1S,3R,3aS,6aR)-5-methyl-3-phenyl-4,6-dioxooctahydropyrrolo[3,4-c]pyrrole-1-carboxylate

: tert-butyl 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