923568-87-0

Basic information

• Product Name: 1H-Indole-1-carboxylic acid, 2,3-dihydro-5-methyl-2-oxo-3-phenyl-, 1,1-dimethylethyl ester
• CAS NO: 923568-87-0
• Molecular Formula: C20H21NO3
• Molecular Weight: 323.392
• Mol File: 923568-87-0.mol

Chemical Properties

• CAS DataBase Reference: 1H-Indole-1-carboxylic acid, 2,3-dihydro-5-methyl-2-oxo-3-phenyl-, 1,1-dimethylethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Indole-1-carboxylic acid, 2,3-dihydro-5-methyl-2-oxo-3-phenyl-, 1,1-dimethylethyl ester(923568-87-0)
• EPA Substance Registry System: 1H-Indole-1-carboxylic acid, 2,3-dihydro-5-methyl-2-oxo-3-phenyl-, 1,1-dimethylethyl ester(923568-87-0)

Safety Data

• Hazardous Substances Data: 923568-87-0(Hazardous Substances Data)

Upstream product

• 24918-51-2 5-methyl-3-phenylindolin-2-one 
• 24424-99-5 di-tert-butyl dicarbonate 
• 608-05-9 5-methyl-indole-2,3-dione 
• 100-58-3 phenylmagnesium bromide 
• 28864-72-4 5-methyl-3-phenyl-3-hydroxy-1,3-dihydro-indol-2-one 

Downstream Products

• 1175713-26-4 C₂₄H₂₇NO₄ 
• 1180583-29-2 tert-butyl 3-(2-(methoxycarbonyl)-1-phenylallyl)-5-methyl-2-oxo-3-phenylindoline-1-carboxylate 
• 1289108-69-5 tert-butyl 3-(2-(1,3-dioxoisoindolin-2-yl)-3-ethoxy-3-oxopropyl)-5-methyl-2-oxo-3-phenylindoline-1-carboxylate 
• 1352614-21-1 C₂₈H₂₉NO₅S 
• 1451091-05-6 (R)-tert-butyl 5-methyl-2-oxo-3-(3-oxobutyl)-3-phenylindoline-1-carboxylate 

Relevant articles and documents

Organocatalytic stereoselective conjugate addition of 3-substituted oxindoles with in situ generated ortho-quinone methides

A novel method for the stereoselective conjugate addition of 3-substituted oxindoles to in situ generated o-QMs was described. This process was catalyzed efficiently by a cinchonidine-derived squaramide catalyst in oil-water phase, furnishing the corresponding 3,3-disubsituted oxindole derivatives in moderate to high yields (up to 98%) with high stereoselectivities (up to 95% ee, 15.4:1 dr). The utility of this reaction was also investigated by the gram-scale synthesis and derivatization of one of the products.

Facile synthesis of enantioenriched Cγ-tetrasubstituted α-amino acid derivatives via an asymmetric nucleophilic addition/protonation cascade

Chemical equations presented. An asymmetric nucleophilic addition/protonation reaction of 3-substituted oxindoles and ethyl 2-phthalimidoacrylate has been described. This strategy can give direct access to Cγ-tetrasubstituted α-amino acid derivatives bearing 1,3-nonadjacent stereocenters with up to 98% yield, 94:6 dr, and >99% ee. Dual activation is proposed in the transition state, and the opposite enantiomers can be obtained simply by changing cinchonidine-derived catalyst to the cinchonine analogue.

Lewis acid-catalyzed enantioselective hydroxylation reactions of oxindoles and β-keto esters using DBFOX ligand

The first catalytic enantioselective hydroxylation reaction of both 3-aryl and 3-alkyl-2-oxindoles using the DBFOX-Zn(II) complex, leading to pharmaceutically important chiral 3-hydroxy-2-oxindoles was described. The structure of oxidant was found to play