(2'R,3S,4'R,5'R)-methyl 2'-cyclohexyl-2-oxo-4'-phenylspiro[indoline-3,3'-pyrrolidine]-5'-carboxylate

Base Information

Chemical Name:(2'R,3S,4'R,5'R)-methyl 2'-cyclohexyl-2-oxo-4'-phenylspiro[indoline-3,3'-pyrrolidine]-5'-carboxylate
CAS No.:1286738-50-8
Molecular Formula:C₂₅H₂₈N₂O₃
Molecular Weight:404.509
Hs Code.:

Synonyms:(2'R,3S,4'R,5'R)-methyl 2'-cyclohexyl-2-oxo-4'-phenylspiro[indoline-3,3'-pyrrolidine]-5'-carboxylate

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Chemical Property of (2'R,3S,4'R,5'R)-methyl 2'-cyclohexyl-2-oxo-4'-phenylspiro[indoline-3,3'-pyrrolidine]-5'-carboxylate

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Technology Process of (2'R,3S,4'R,5'R)-methyl 2'-cyclohexyl-2-oxo-4'-phenylspiro[indoline-3,3'-pyrrolidine]-5'-carboxylate

There total 5 articles about (2'R,3S,4'R,5'R)-methyl 2'-cyclohexyl-2-oxo-4'-phenylspiro[indoline-3,3'-pyrrolidine]-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: 50.0%

: 3359-49-7,23772-61-4,23782-37-8
3-benzylideneoxindole

: 355425-52-4
C₁₀H₁₇NO₂

: 1286738-50-8
(2'R,3S,4'R,5'R)-methyl 2'-cyclohexyl-2-oxo-4'-phenylspiro[indoline-3,3'-pyrrolidine]-5'-carboxylate

Guidance literature:: With tetrakis(acetonitrile)copper(I)tetrafluoroborate; N-((S)-(4-(tert-butyl)phenyl)((1R,4S)-4,5-dimethyl-3,6-diphenyl-1-phosphabicyclo[2.2.1]hepta-2,5-dien-2-yl)methyl)-3,5-bis(trifluoromethyl)benzamide; triethylamine; In tetrahydrofuran; ethanol; at -20 ℃; for 4h; stereoselective reaction; Schlenk technique; Inert atmosphere;
DOI:10.1039/d0ob00546k

Reference yield:

: 3359-49-7,23772-61-4,23782-37-8
3-benzylideneoxindole

: 355425-52-4
C₁₀H₁₇NO₂

: 1286738-50-8
(2'R,3S,4'R,5'R)-methyl 2'-cyclohexyl-2-oxo-4'-phenylspiro[indoline-3,3'-pyrrolidine]-5'-carboxylate

: (2'S,3R,4'S,5'S)-methyl 2'-cyclohexyl-2-oxo-4'-phenylspiro[indoline-3,3'-pyrrolidine]-5'-carboxylate

Guidance literature:: With (S)-TF-BiphamPhos; silver(I) acetate; triethylamine; In dichloromethane; at 20 ℃; optical yield given as %ee; enantioselective reaction; Inert atmosphere;
DOI:10.1039/c0ob00943a

Reference yield:

: 59-48-3
2-oxoindole

: 1286738-50-8
(2'R,3S,4'R,5'R)-methyl 2'-cyclohexyl-2-oxo-4'-phenylspiro[indoline-3,3'-pyrrolidine]-5'-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: piperidine / ethanol / 8 h / Inert atmosphere; Reflux

2: N-((S)-(4-(tert-butyl)phenyl)((1R,4S)-4,5-dimethyl-3,6-diphenyl-1-phosphabicyclo[2.2.1]hepta-2,5-dien-2-yl)methyl)-3,5-bis(trifluoromethyl)benzamide; tetrakis(acetonitrile)copper(I)tetrafluoroborate; triethylamine / tetrahydrofuran; ethanol / 4 h / -20 °C / Schlenk technique; Inert atmosphere

With piperidine; tetrakis(acetonitrile)copper(I)tetrafluoroborate; N-((S)-(4-(tert-butyl)phenyl)((1R,4S)-4,5-dimethyl-3,6-diphenyl-1-phosphabicyclo[2.2.1]hepta-2,5-dien-2-yl)methyl)-3,5-bis(trifluoromethyl)benzamide; triethylamine; In tetrahydrofuran; ethanol;
DOI:10.1039/d0ob00546k