862907-05-9

Basic information

• Product Name: 1H-Indole-1-carboxylic acid, 2,3-dihydro-3-(4-methylphenyl)-2-oxo-, 1,1-dimethylethyl ester
• CAS NO: 862907-05-9
• Molecular Formula: C20H21NO3
• Molecular Weight: 323.392
• Mol File: 862907-05-9.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 1H-Indole-1-carboxylic acid, 2,3-dihydro-3-(4-methylphenyl)-2-oxo-, 1,1-dimethylethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Indole-1-carboxylic acid, 2,3-dihydro-3-(4-methylphenyl)-2-oxo-, 1,1-dimethylethyl ester(862907-05-9)
• EPA Substance Registry System: 1H-Indole-1-carboxylic acid, 2,3-dihydro-3-(4-methylphenyl)-2-oxo-, 1,1-dimethylethyl ester(862907-05-9)

Safety Data

• Hazardous Substances Data: 862907-05-9(Hazardous Substances Data)

Upstream product

• 4294-57-9 para-methylphenylmagnesium bromide 
• 1422007-75-7 C₂₀H₂₁NO₄ 
• 160858-75-3 1-tert-butoxycarbonylisatin 
• 91-56-5 indole-2,3-dione 
• 24424-99-5 di-tert-butyl dicarbonate 
• 282549-46-6 3-(4-methylphenyl)indolin-2-one 
• 860543-84-6 3-(4'-methylphenyl)-3-hydroxy-1,3-dihydro-indol-2-one 
• 1040749-57-2 1-(t-butoxycarbonyl)-2-oxo-3-(4-methylphenyl)-indolin-3-yl t-butyl carbonate 

Downstream Products

• 1040749-30-1 (S)-N-tert-butoxycarbonyl-3-fluoro-3-(4-methylphenyl)-2-oxindole 
• 1175713-20-8 (S)-tert-butyl 2-oxo-3-(3-oxobutyl)-3-p-tolylindoline-1-carboxylate 
• 862907-12-8 (R)-N-tert-butoxycarbonyl-3-fluoro-3-(4-methylphenyl)-2-oxindole 

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.

In situ generation of electrophilic trifluoromethylthio reagents for enantioselective trifluoromethylthiolation of oxindoles

An organocatalytic asymmetric trifluoromethylthiolation reaction via in situ generation of active electrophilic trifluoromethylthio species involving trichloroisocyanuric acid and AgSCF3 as a practical and easily handled electrophilic SCF3 source for CSP 3-SCF3 bond formation was developed. Reactions with this one-pot version strategy occurred in good yields and excellent stereoselectivities to access enantiopure oxindoles bearing a SCF 3-substituted quaternary chiral center. The straightforward process described here makes use of simple starting materials and proceeds under mild conditions, which will be useful in medicinal chemistry and diversity-oriented syntheses.

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.