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

• 205383-84-2 4-(2-Iodo-phenyl)-methoxycarbonyl-aminocarbonyl)-2,3-dihydro-pyrrole-1-carboxylic acid tert-butyl ester 
• 85909-08-6 tert-butyl 2-oxopyrrolidine-1-carboxylate 
• 193264-92-5 4,5-Dihydro-pyrrole-1,3-dicarboxylic acid 3-benzyl ester 1-tert-butyl ester 
• 205383-82-0 2-Hydroxy-pyrrolidine-1,3-dicarboxylic acid 3-benzyl ester 1-tert-butyl ester 
• 193264-88-9 2-oxo-pyrrolidine-1,3-dicarboxylic acid 3-benzyl ester 1-tert-butyl ester 
• 205383-83-1 4-(2-Iodo-phenylcarbamoyl)-2,3-dihydro-pyrrole-1-carboxylic acid tert-butyl ester 
• 908287-35-4 (±)-benzyl 2-oxospiro[indoline-3,3'-pyrrolidine]-1'-carboxylate 
• 24424-99-5 di-tert-butyl dicarbonate 
• 862885-08-3 benzyl 1-{tert-butyloxycarbonyl}pyrrolidine-3-carboxylate 
• 615-43-0 2-iodophenylamine 
• 6786-41-0 spiro[indole-3,3'-pyrrolidin]-2(1H)-one 
• 3740-52-1 2-(2-nitrophenyl)acetic acid 
• 30095-98-8 methyl (2-nitrophenyl)acetate 
• 494836-60-1 methyl α-(2-nitrophenyl)acrylate 

Downstream Products

• 1426689-19-1 C₂₉H₃₃FN₄O₃ 
• 1426688-88-1 C₂₇H₂₉FN₄O₃ 
• 1426688-71-2 1-(2-fluoro-4-(1-methyl-1H-pyrazol-4-yl)benzyl)spiro[indoline-3,3'-pyrrolidin]-2-one 
• 1426689-20-4 C₂₇H₂₉FN₄O₃ 
• 1426689-21-5 C₂₇H₂₈F₂N₄O₃ 
• 1426689-22-6 C₂₇H₂₈F₂N₄O₃ 
• 1426689-23-7 C₂₇H₂₈F₂N₄O₃ 
• 1426689-24-8 C₂₇H₃₀N₄O₃ 
• 1426689-11-3 C₂₂H₂₁FN₄O 
• 1426689-12-4 C₂₂H₂₀F₂N₄O 
• 1426689-13-5 C₂₂H₂₀F₂N₄O 
• 1426689-14-6 C₂₂H₂₀F₂N₄O 
• 1426689-15-7 C₂₂H₂₂N₄O 
• 1426689-07-7 C₂₃H₂₃FN₄O 

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.

Access to 1-indolyltetrahydro-β-carbolines: via metal-free cross-dehydrogenative coupling: The total synthesis of eudistomin U, isoeudistomin U and 19-bromoisoeudistomin U

A highly selective and captivating metal-free cross-dehydrogenative coupling for the cross-coupling of two reactive nucleophiles such as tetrahydro-β-carboline and indoles is developed. A series of 1-indolyltetrahydro-β-carboline derivatives were synthesized in excellent to moderate yields. Temperature, time and concentration control resulted in mono indolylation selectively. Moreover, the total synthesis of eudistomin U and isoeudistomin U and the first total synthesis of 19-bromoisoeudistomin U were accomplished.

Fenton chemistry enables the catalytic oxidative rearrangement of indoles using hydrogen peroxide

Oxidative rearrangement of indoles is an important transformation to yield 2-oxindoles and spirooxindoles, which are present in many pharmaceutical agents and bioactive natural products. Previous oxidation methods show either broad applicability or greenness but rarely achieve both. Reported is the discovery of Fenton chemistry-enabled green catalytic oxidative rearrangement of indoles, which has wide substrate scope (42 examples) and greenness (water as the only stoichiometric byproduct) at the same time. Detailed mechanistic studies revealed that the Fenton chemistry generated hydroxyl radicals that further oxidize bromide to reactive brominating species (RBS: bromine or hypobromous acid). Thisin situgenerated RBS is the real catalyst for the oxidative rearrangement. Importantly, the RBS is generated under neutral conditions, which addresses a long-lasting problem of many haloperoxidase mimics that require a strong acid for the oxidation of bromide with hydrogen peroxide. It is expected that this new catalytic Fenton-halide system will find wide applications in organic synthesis.