205383-87-5

Basic information

• Product Name: 2-OXO-1,2-DIHYDRO-SPIRO[INDOLE-3,3'-PYRROLIDINE]-1'-CARBOXYLIC ACID TERT-BUTYL ESTER
• Synonyms: 2-OXO-1,2-DIHYDRO-SPIRO[INDOLE-3,3'-PYRROLIDINE]-1'-CARBOXYLIC ACID TERT-BUTYL ESTER;Tert-butyl2-oxospiro[indoline-3,3'-pyrrolidine]-1'-carboxylate;tert-butyl 2-oxo-1,2-dihydrospiro[indole-3,3'-pyrrolidine]-1'-carboxylate;Spiro[3H-indole-3,3'-pyrrolidine]-1'-carboxylic acid, 1,2-dihydro-2-oxo-, 1,1-diMethylethyl ester;1,2-Dihydro-2-oxospiro[3H-indole-3,3'-pyrrolidine]-1'-carboxylic acid 1,1-dimethylethyl ester
• CAS NO: 205383-87-5
• Molecular Formula: C16H20N2O3
• Molecular Weight: 288.3416
• Mol File: 205383-87-5.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 459.9±45.0 °C(Predicted)
• Appearance: /
• Density: 1.24±0.1 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: 13.68±0.20(Predicted)
• CAS DataBase Reference: 2-OXO-1,2-DIHYDRO-SPIRO[INDOLE-3,3'-PYRROLIDINE]-1'-CARBOXYLIC ACID TERT-BUTYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 2-OXO-1,2-DIHYDRO-SPIRO[INDOLE-3,3'-PYRROLIDINE]-1'-CARBOXYLIC ACID TERT-BUTYL ESTER(205383-87-5)
• EPA Substance Registry System: 2-OXO-1,2-DIHYDRO-SPIRO[INDOLE-3,3'-PYRROLIDINE]-1'-CARBOXYLIC ACID TERT-BUTYL ESTER(205383-87-5)

Safety Data

• Hazardous Substances Data: 205383-87-5(Hazardous Substances Data)

Usage

General Description

The chemical 2-oxo-1,2-dihydro-spiro[indole-3,3'-pyrrolidine]-1'-carboxylic acid tert-butyl ester is a spirocyclic compound that contains an indole and pyrrolidine ring system. It is often used as a building block in organic synthesis and medicinal chemistry. The tert-butyl ester group serves as a protecting group for the carboxylic acid functionality, which can be removed under certain conditions to reveal the free carboxylic acid. 2-OXO-1,2-DIHYDRO-SPIRO[INDOLE-3,3'-PYRROLIDINE]-1'-CARBOXYLIC ACID TERT-BUTYL ESTER has potential applications in pharmaceutical research and drug development due to its unique structure and reactivity.

Upstream product

• 61-54-1 tryptamine 
• 168824-94-0 1,3,4,9-Tetrahydro-β-carboline-2-carboxylic acid tert-butyl ester 
• 16502-01-5 tetrahydrobetacarboline 
• 120-72-9 indole 
• 494836-60-1 methyl α-(2-nitrophenyl)acrylate 
• 30095-98-8 methyl (2-nitrophenyl)acetate 
• 3740-52-1 2-(2-nitrophenyl)acetic acid 
• 24424-99-5 di-tert-butyl dicarbonate 
• 6786-41-0 spiro[indole-3,3'-pyrrolidin]-2(1H)-one 
• 615-43-0 2-iodophenylamine 
• 862885-08-3 benzyl 1-{tert-butyloxycarbonyl}pyrrolidine-3-carboxylate 
• 908287-35-4 (±)-benzyl 2-oxospiro[indoline-3,3'-pyrrolidine]-1'-carboxylate 
• 205383-83-1 4-(2-Iodo-phenylcarbamoyl)-2,3-dihydro-pyrrole-1-carboxylic acid tert-butyl ester 
• 193264-88-9 2-oxo-pyrrolidine-1,3-dicarboxylic acid 3-benzyl ester 1-tert-butyl ester 

Downstream Products

• 1426688-94-9 1-(2-fluoro-4-(1-methyl-1H-pyrazol-4-yl)benzyl)-1'-(pyrimidin-2-yl)spiro[indoline-3,3'-pyrrolidin]-2-one 
• 1426688-92-7 1-(2-fluoro-4-(1-methyl-1H-pyrazol-4-yl)benzyl)-1'-(methylsulfonyl)spiro[indoline-3,3'-pyrrolidin]-2-one 
• 1426688-89-2 1'-acetyl-1-(2-fluoro-4-(1-methyl-1H-pyrazol-4-yl)benzyl)spiro[indoline-3,3'-pyrrolidin]-2-one 
• 1426688-78-9 1'-cyclopentyl-1-(2-fluoro-4-(1-methyl-1H-pyrazol-4-yl)benzyl)spiro[indoline-3,3'-pyrrolidin]-2-one 
• 1426688-70-1 1-(2-fluoro-4-(1-methyl-1H-pyrazol-4-yl)benzyl)-1'-methylspiro[indoline-3,3'-pyrrolidin]-2-one 
• 1426688-86-9 1'-(2,2-difluoroethyl)-1-(2-fluoro-4-(1-methyl-1H-pyrazol-4-yl)benzyl)spiro[indoline-3,3'-pyrrolidin]-2-one 
• 1426689-29-3 C₂₃H₂₅BrN₂O₃ 
• 1426689-28-2 C₂₃H₂₃BrF₂N₂O₃ 
• 1426689-27-1 C₂₃H₂₃BrF₂N₂O₃ 
• 1426689-26-0 C₂₃H₂₃BrF₂N₂O₃ 
• 1426689-25-9 C₂₃H₂₄BrFN₂O₃ 
• 1426689-05-5 tert-butyl 1-(4-bromo-2-fluorobenzyl)-2-oxospiro[indoline-3,3'-pyrrolidine]-1'-carboxylate 
• 1426689-17-9 C₂₈H₂₈F₄N₄O₃ 
• 1426689-16-8 C₂₈H₃₁FN₄O₃ 

Relevant articles and documents

Novel and selective spiroindoline-based inhibitors of sky kinase

We report the discovery of a novel series of spiroindoline-based inhibitors of Sky kinase that bind in the ATP-binding site and exhibit high levels of kinome selectivity through filling the Ala571-subpocket. These inhibitors exhibit moderate oral bioavailability in the rat due to low absorption across the gut wall.

Catalytic Enantioselective Synthesis of Spirooxindoles by Oxidative Rearrangement of Indoles

Oxidative rearrangement of indoles to access oxindoles has been used as a key step in complex molecule synthesis. We report a catalytic enantioselective variant of this transformation by chiral phosphoric acid catalysis, providing rapid access to a range of enantioenriched spirooxindoles. The high enantioselectivity is controlled by dynamic kinetic resolution.

Green method for preparing oxindole derivative

The invention relates to the technical field of green organic synthesis, and provides a green method for preparing oxindole derivatives, which comprises the following steps: taking indole compounds with different functional groups as raw materials, under the conditions of room temperature, opening and neutral, adopting MBrx (M is Fe,Fe,Ce and the like) as a catalyst with X equal to 2 or 3, and adopting hydrogen peroxide as a sole oxidant to generate active bromine (RBS) in situ, and catalytically synthesizing the oxindole derivative. According to the method disclosed by the invention, MBrx (such as FeBr2, CeBr3 and the like) is used as the catalyst, so that an expensive or complex catalyst is avoided, and the method is green, environment-friendly, safe, simple, efficient, mild in reaction condition and wide in substrate application range, has a relatively good application prospect and is expected to be widely applied to organic synthesis, fine chemical engineering and pharmaceutical industry.