947184-91-0

Basic information

• Product Name: (1R,2R)-1'-METHYL-2'-OXOSPIRO[CYCLOPENTANE-1,3'-INDOLINE]-2-CARBONITRILE
• Synonyms: (1R,2R)-1'-METHYL-2'-OXOSPIRO[CYCLOPENTANE-1,3'-INDOLINE]-2-CARBONITRILE
• CAS NO: 947184-91-0
• Molecular Formula: C14H14N2O
• Molecular Weight: 0
• Mol File: 947184-91-0.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (1R,2R)-1'-METHYL-2'-OXOSPIRO[CYCLOPENTANE-1,3'-INDOLINE]-2-CARBONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: (1R,2R)-1'-METHYL-2'-OXOSPIRO[CYCLOPENTANE-1,3'-INDOLINE]-2-CARBONITRILE(947184-91-0)
• EPA Substance Registry System: (1R,2R)-1'-METHYL-2'-OXOSPIRO[CYCLOPENTANE-1,3'-INDOLINE]-2-CARBONITRILE(947184-91-0)

Safety Data

• Hazardous Substances Data: 947184-91-0(Hazardous Substances Data)

Upstream product

• 99984-61-9 (1-methyl-2-oxo-2,3-dihydro-1H-indol-3-yl)acetonitrile 
• 109-64-8 1,3-dibromo-propane 

Relevant articles and documents

One-pot synthesis of conformationally restricted spirooxindoles

Diastereomeric three-, five- and six-membered spirocycloalkyloxindoles were successfully synthesized in a rapid and convenient manner from readily accessible starting materials in moderate to high yields using 1-methyl-3-acetonitriloxindole after a one-pot base-mediated double-alkylation strategy. It was found that the diastereoselection is dependent on the reaction conditions and the spirocycloalkyl ring size, with the 3R*,8R* diastereomers being thermodynamically favored under the basic reaction conditions for three- and five-membered rings, and the 3R*,8S* diastereomer in the case of six-membered rings, as predicted by DFT calculations. The relative stereochemistry was supported by 2D NMR spectra and X-ray crystal structural analysis. The conformational rigidity of the spirocycloalkyloxindoles in solution was established based on NMR experimental and theoretical DFT approaches.