(S,E)-1-tert-butyl 2-methyl 2-benzyl-4-(4-bromobenzylidene)-5-oxopyrrolidine-1,2-dicarboxylate

Base Information

Chemical Name:(S,E)-1-tert-butyl 2-methyl 2-benzyl-4-(4-bromobenzylidene)-5-oxopyrrolidine-1,2-dicarboxylate
CAS No.:1334856-95-9
Molecular Formula:C₂₅H₂₆BrNO₅
Molecular Weight:500.389
Hs Code.:

Synonyms:(S,E)-1-tert-butyl 2-methyl 2-benzyl-4-(4-bromobenzylidene)-5-oxopyrrolidine-1,2-dicarboxylate

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Chemical Property of (S,E)-1-tert-butyl 2-methyl 2-benzyl-4-(4-bromobenzylidene)-5-oxopyrrolidine-1,2-dicarboxylate

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Technology Process of (S,E)-1-tert-butyl 2-methyl 2-benzyl-4-(4-bromobenzylidene)-5-oxopyrrolidine-1,2-dicarboxylate

There total 5 articles about (S,E)-1-tert-butyl 2-methyl 2-benzyl-4-(4-bromobenzylidene)-5-oxopyrrolidine-1,2-dicarboxylate 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: 92.0%

: 24424-99-5
di-tert-butyl dicarbonate

: 1334856-70-0
(S,E)-methyl 2-benzyl-4-(4-bromobenzylidene)-5-oxopyrrolidine-2-carboxylate

: 1334856-95-9
(S,E)-1-tert-butyl 2-methyl 2-benzyl-4-(4-bromobenzylidene)-5-oxopyrrolidine-1,2-dicarboxylate

Guidance literature:: With dmap; In dichloromethane; at 20 ℃; for 4h; Inert atmosphere;
DOI:10.1021/ol202326j

Reference yield:

: C₂₈H₂₆BrNO₄

: 1334856-95-9
(S,E)-1-tert-butyl 2-methyl 2-benzyl-4-(4-bromobenzylidene)-5-oxopyrrolidine-1,2-dicarboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: hydrogenchloride; water / dichloromethane / 0.5 h / Inert atmosphere

2: toluene / 12 h / Reflux

3: dmap / dichloromethane / 4 h / 20 °C / Inert atmosphere

With hydrogenchloride; dmap; water; In dichloromethane; toluene;
DOI:10.1021/ol202326j

Reference yield:

: 1228338-46-2
methyl 2-((4-bromophenyl)((tert-butoxycarbonyl)oxy)methyl)acrylate

: 1334856-95-9
(S,E)-1-tert-butyl 2-methyl 2-benzyl-4-(4-bromobenzylidene)-5-oxopyrrolidine-1,2-dicarboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: tetrakis(acetonitrile)copper(I)tetrafluoroborate; caesium carbonate; (S)-(1,1'-binaphthalene)-2,2'-diylbis(diphenylphosphine) / dichloromethane / 36 h / 0 °C / Inert atmosphere

2: hydrogenchloride; water / dichloromethane / 0.5 h / Inert atmosphere

3: toluene / 12 h / Reflux

4: dmap / dichloromethane / 4 h / 20 °C / Inert atmosphere

With hydrogenchloride; dmap; tetrakis(acetonitrile)copper(I)tetrafluoroborate; water; caesium carbonate; (S)-(1,1'-binaphthalene)-2,2'-diylbis(diphenylphosphine); In dichloromethane; toluene; 1: tandem Michael addition-elimination;
DOI:10.1021/ol202326j