(1S,4R,5S)-1'-tert-butyl 3,5-dimethyl 2'-oxo-4-phenylspiro[cyclopent[2]ene-1,3'-indoline]-1',3,5-tricarboxylate

Base Information

Chemical Name:(1S,4R,5S)-1'-tert-butyl 3,5-dimethyl 2'-oxo-4-phenylspiro[cyclopent[2]ene-1,3'-indoline]-1',3,5-tricarboxylate
CAS No.:1279575-30-2
Molecular Formula:C₂₇H₂₇NO₇
Molecular Weight:477.514
Hs Code.:

Synonyms:(1S,4R,5S)-1'-tert-butyl 3,5-dimethyl 2'-oxo-4-phenylspiro[cyclopent[2]ene-1,3'-indoline]-1',3,5-tricarboxylate

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Chemical Property of (1S,4R,5S)-1'-tert-butyl 3,5-dimethyl 2'-oxo-4-phenylspiro[cyclopent[2]ene-1,3'-indoline]-1',3,5-tricarboxylate

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Technology Process of (1S,4R,5S)-1'-tert-butyl 3,5-dimethyl 2'-oxo-4-phenylspiro[cyclopent[2]ene-1,3'-indoline]-1',3,5-tricarboxylate

There total 4 articles about (1S,4R,5S)-1'-tert-butyl 3,5-dimethyl 2'-oxo-4-phenylspiro[cyclopent[2]ene-1,3'-indoline]-1',3,5-tricarboxylate 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: 91.0%

: 956833-12-8
methyl 2-{[(tert-butoxycarbonyl)oxy](phenyl)methyl}acrylate

: 1279575-25-5
(E)-tert-butyl 3-(2-methoxy-2-oxoethylidene)-2-oxoindoline-1-carboxylate

: 1279575-30-2
(1S,4R,5S)-1'-tert-butyl 3,5-dimethyl 2'-oxo-4-phenylspiro[cyclopent[2]ene-1,3'-indoline]-1',3,5-tricarboxylate

Guidance literature:: With (+)-Ph-BPE; In dichloromethane; at -20 ℃; for 24h; optical yield given as %ee; stereoselective reaction;
DOI:10.1021/ja110147w

Reference yield:

: 956833-12-8
methyl 2-{[(tert-butoxycarbonyl)oxy](phenyl)methyl}acrylate

: 1279575-25-5
(E)-tert-butyl 3-(2-methoxy-2-oxoethylidene)-2-oxoindoline-1-carboxylate

: 1'-tert-butyl 3,5-dimethyl 2'-oxo-4-phenylspiro[cyclopent[2]ene-1,3'-indoline]-1',3,5-tricarboxylate

: 1279575-30-2
(1S,4R,5S)-1'-tert-butyl 3,5-dimethyl 2'-oxo-4-phenylspiro[cyclopent[2]ene-1,3'-indoline]-1',3,5-tricarboxylate

: (1R,4S,5R)-1'-tert-butyl 3,5-dimethyl 2'-oxo-4-phenylspiro[cyclopent[2]ene-1,3'-indoline]-1',3,5-tricarboxylate

Guidance literature:: With (+)-Ph-BPE; In dichloromethane; at 22 ℃; for 1h; optical yield given as %ee; stereoselective reaction;
DOI:10.1021/ja110147w

Reference yield:

: 160858-75-3
1-tert-butoxycarbonylisatin

: 1279575-30-2
(1S,4R,5S)-1'-tert-butyl 3,5-dimethyl 2'-oxo-4-phenylspiro[cyclopent[2]ene-1,3'-indoline]-1',3,5-tricarboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: chloroform / 0.5 h / 22 °C

2: (+)-Ph-BPE / dichloromethane / 24 h / -20 °C

With (+)-Ph-BPE; In dichloromethane; chloroform; 1: Wittig reaction;
DOI:10.1021/ja110147w