(3aR,4S,6aS)-ethyl 2-benzyl-4-(4-nitrophenyl)-1,3-dioxo-1,2,3,3a,4,6a-hexahydrocyclopenta[c]pyrrole-5-carboxylate

Base Information

Chemical Name:(3aR,4S,6aS)-ethyl 2-benzyl-4-(4-nitrophenyl)-1,3-dioxo-1,2,3,3a,4,6a-hexahydrocyclopenta[c]pyrrole-5-carboxylate
CAS No.:1412913-04-2
Molecular Formula:C₂₃H₂₀N₂O₆
Molecular Weight:420.422
Hs Code.:

Synonyms:(3aR,4S,6aS)-ethyl 2-benzyl-4-(4-nitrophenyl)-1,3-dioxo-1,2,3,3a,4,6a-hexahydrocyclopenta[c]pyrrole-5-carboxylate

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Chemical Property of (3aR,4S,6aS)-ethyl 2-benzyl-4-(4-nitrophenyl)-1,3-dioxo-1,2,3,3a,4,6a-hexahydrocyclopenta[c]pyrrole-5-carboxylate

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Technology Process of (3aR,4S,6aS)-ethyl 2-benzyl-4-(4-nitrophenyl)-1,3-dioxo-1,2,3,3a,4,6a-hexahydrocyclopenta[c]pyrrole-5-carboxylate

There total 2 articles about (3aR,4S,6aS)-ethyl 2-benzyl-4-(4-nitrophenyl)-1,3-dioxo-1,2,3,3a,4,6a-hexahydrocyclopenta[c]pyrrole-5-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: 86.0%

: 944471-27-6
ethyl 2-((tert-butoxycarbonyloxy)(4-nitrophenyl)methyl)acrylate

: 1631-26-1
1-benzyl-1H-pyrrole-2,5-dione

: 1412913-04-2
(3aR,4S,6aS)-ethyl 2-benzyl-4-(4-nitrophenyl)-1,3-dioxo-1,2,3,3a,4,6a-hexahydrocyclopenta[c]pyrrole-5-carboxylate

Guidance literature:: With (S)-1-benzhydryl-3-(1-(diphenylphosphino)-3-phenylpropan-2-yl)thiourea; In toluene; at 20 ℃; for 24h; optical yield given as %ee; stereoselective reaction; Inert atmosphere;
DOI:10.3762/bjoc.8.121

Reference yield:

: 944471-27-6
ethyl 2-((tert-butoxycarbonyloxy)(4-nitrophenyl)methyl)acrylate

: 1631-26-1
1-benzyl-1H-pyrrole-2,5-dione

: 1412913-04-2
(3aR,4S,6aS)-ethyl 2-benzyl-4-(4-nitrophenyl)-1,3-dioxo-1,2,3,3a,4,6a-hexahydrocyclopenta[c]pyrrole-5-carboxylate

: C₂₃H₂₀N₂O₆

Guidance literature:: With C₅₄H₄₀N₃O₁₁PS₂; In m-xylene; at 35 ℃; for 14h; Overall yield = > 99 %; enantioselective reaction;
DOI:10.1055/s-0037-1611752

Reference yield: 69.0%

: 1412913-04-2
(3aR,4S,6aS)-ethyl 2-benzyl-4-(4-nitrophenyl)-1,3-dioxo-1,2,3,3a,4,6a-hexahydrocyclopenta[c]pyrrole-5-carboxylate

: 1412913-02-0
(3aR,4R,5S,6S,6aR)-ethyl 2-benzyl-4,5-dihydroxy-6-(4-nitrophenyl)-1,3-dioxooctahydrocyclopenta[c]pyrrole-5-carboxylate

Guidance literature:: With sodium periodate; ruthenium(III) chloride trihydrate; sulfuric acid; In water; ethyl acetate; acetonitrile; at 0 ℃; for 0.166667h; optical yield given as %de; diastereoselective reaction;
DOI:10.3762/bjoc.8.121