(2′S,3′R)-tert-butyl 1-benzyl-2,5′-dioxo-3′-phenylspiro[indoline-3,2′-pyrrolidine]-1′-carboxylate

Base Information

Chemical Name:(2′S,3′R)-tert-butyl 1-benzyl-2,5′-dioxo-3′-phenylspiro[indoline-3,2′-pyrrolidine]-1′-carboxylate
CAS No.:1403337-95-0
Molecular Formula:C₂₉H₂₈N₂O₄
Molecular Weight:468.552
Hs Code.:

Synonyms:(2′S,3′R)-tert-butyl 1-benzyl-2,5′-dioxo-3′-phenylspiro[indoline-3,2′-pyrrolidine]-1′-carboxylate

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Chemical Property of (2′S,3′R)-tert-butyl 1-benzyl-2,5′-dioxo-3′-phenylspiro[indoline-3,2′-pyrrolidine]-1′-carboxylate

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Technology Process of (2′S,3′R)-tert-butyl 1-benzyl-2,5′-dioxo-3′-phenylspiro[indoline-3,2′-pyrrolidine]-1′-carboxylate

There total 4 articles about (2′S,3′R)-tert-butyl 1-benzyl-2,5′-dioxo-3′-phenylspiro[indoline-3,2′-pyrrolidine]-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:

: 1373942-84-7
tert-butyl (1-benzyl-2-oxoindolin-3-ylidene)carbamate

: 104-55-2
3-phenyl-propenal

: 1403337-95-0
(2′S,3′R)-tert-butyl 1-benzyl-2,5′-dioxo-3′-phenylspiro[indoline-3,2′-pyrrolidine]-1′-carboxylate

: tert-butyl 1-benzyl-2,5'-dioxo-3'-phenylspiro[indoline-3,2'-pyrrolidine]-1'-carboxylate

Guidance literature:: With C₂₂H₂₃N₂O⁽¹⁺⁾*BF₄^(1-); caesium carbonate; In tetrahydrofuran; at 20 ℃; for 24h; Overall yield = 78 %; Overall yield = 73 mg; enantioselective reaction; Inert atmosphere; Schlenk technique;
DOI:10.1021/ol302475g DOI:10.1021/ol302475g

Reference yield:

: 5443-49-2
α-bromocinnamaldehyde

: 1620145-28-9
1-benzyl-3-tert-butoxycarbonylaminooxindole

: 1403337-95-0
(2′S,3′R)-tert-butyl 1-benzyl-2,5′-dioxo-3′-phenylspiro[indoline-3,2′-pyrrolidine]-1′-carboxylate

: C₂₉H₂₈N₂O₄

Guidance literature:: With 1,4-diaza-bicyclo[2.2.2]octane; C₂₇H₂₈N₃O⁽¹⁺⁾*CH₃BF₃^(1-); caesium carbonate; In toluene; at 20 ℃; Overall yield = 24 %; stereoselective reaction; Schlenk technique;
DOI:10.1039/c5ob02466h

Reference yield:

: 5443-49-2
α-bromocinnamaldehyde

: 1620145-28-9
1-benzyl-3-tert-butoxycarbonylaminooxindole

: 1403337-95-0
(2′S,3′R)-tert-butyl 1-benzyl-2,5′-dioxo-3′-phenylspiro[indoline-3,2′-pyrrolidine]-1′-carboxylate

: C₂₉H₂₈N₂O₄

Guidance literature:: With 1,4-diaza-bicyclo[2.2.2]octane; (5aR,10bS)-2-mesityl-5a,10b-dihydro-4H,6H-indeno[2,1-b][1,2,4]triazolo[4,3-d][1,4]oxazin-2-ium tetrafluoroborate; caesium carbonate; In toluene; at 20 ℃; Reagent/catalyst; Solvent; Overall yield = 70 %; Overall yield = 58 mg; stereoselective reaction; Schlenk technique;
DOI:10.1039/c5ob02466h