107657-57-8

Basic information

• Product Name: (3S)-3-(1-oxo-1,3-dihydro-2H-isoindol-2-yl)piperidine-2,6-dione
• CAS NO: 107657-57-8
• Molecular Formula: C₁₃H₁₂N₂O₃
• Molecular Weight: 244.246
• Mol File: 107657-57-8.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 534.3°C at 760 mmHg
• Flash Point: 276.9°C
• Density: 1.393g/cm³
• Vapor Pressure: 1.72E-11mmHg at 25°C
• Refractive Index: 1.628
• CAS DataBase Reference: (3S)-3-(1-oxo-1,3-dihydro-2H-isoindol-2-yl)piperidine-2,6-dione(CAS DataBase Reference)
• NIST Chemistry Reference: (3S)-3-(1-oxo-1,3-dihydro-2H-isoindol-2-yl)piperidine-2,6-dione(107657-57-8)
• EPA Substance Registry System: (3S)-3-(1-oxo-1,3-dihydro-2H-isoindol-2-yl)piperidine-2,6-dione(107657-57-8)

Safety Data

• Hazardous Substances Data: 107657-57-8(Hazardous Substances Data)

Usage

Description

(3S)-3-(1-oxo-1,3-dihydro-2H-isoindol-2-yl)piperidine-2,6-dione is a complex chemical compound that belongs to the class of piperidine-2,6-dione compounds. It features an isoindol-2-yl group and the "(3S)" in its name denotes the stereochemistry of the molecule, which is crucial for its properties and potential applications. This unique structure and the presence of functional groups suggest that it may have a range of uses in various fields.

Uses

Used in Pharmaceutical Industry:
(3S)-3-(1-oxo-1,3-dihydro-2H-isoindol-2-yl)piperidine-2,6-dione is used as a potential pharmaceutical compound for its unique molecular structure and functional groups. It may contribute to the development of new drugs due to its specific stereochemistry and the presence of the isoindol-2-yl group, which can be key in designing molecules with targeted therapeutic effects.
Used in Organic Synthesis:
In the field of organic synthesis, (3S)-3-(1-oxo-1,3-dihydro-2H-isoindol-2-yl)piperidine-2,6-dione serves as a valuable intermediate or building block. Its complex structure allows for further chemical modifications, enabling the synthesis of a variety of organic compounds with diverse applications.
Used as a Reagent in Chemical Reactions:
(3S)-3-(1-oxo-1,3-dihydro-2H-isoindol-2-yl)piperidine-2,6-dione can be utilized as a reagent in various chemical reactions. Its functional groups and stereochemistry make it suitable for use in specific transformations, potentially leading to the formation of new compounds with unique properties.
Further research and studies are necessary to fully understand the properties and potential uses of (3S)-3-(1-oxo-1,3-dihydro-2H-isoindol-2-yl)piperidine-2,6-dione, as its complex structure and functional groups may unlock new possibilities in multiple industries.

Upstream product

• 58585-25-4 3-(1-hydroxy-3-oxoisoindolin-2-yl)piperidine-2,6-dione 
• 50-35-1 thalidomide 
• 2417-73-4 methyl 2-bromomethylbenzoate 
• 2353-44-8 (+/-)-α-aminoglutarimide 
• 31140-42-8 (RS)-(2,6-dioxopiperidin-3-yl)carbamic acid tert-butyl ester 
• 85535-45-1 5-amino-2-(tert-butoxycarbonylamino)-5-oxo-pentanoic acid 
• 643-79-8 o-phthalic dicarboxaldehyde 
• 590365-46-1 (RS)-2,6-dioxopiperidin-3-yl-ammonium trifluoroacetate 
• 912893-81-3 2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-4-(4-methoxy-benzylcarbamoyl)-butyric acid 
• 600721-43-5 2-(1-benzyloxy-2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione 
• 600721-44-6 1-benzyloxy-3-(1-oxo-1,3-dihydroisoindol-2-yl)piperidine-2,6-dione 
• 3343-28-0 N-phthaloylglutamic acid anhydride 
• 6349-98-0 N-phthalylglutamic acid 
• 222713-09-9 1-(4-methoxy-benzyl)-3-(1-oxo-3-phenylsulfanyl-1,3-dihydro-isoindol-2-yl)-piperidine-2,6-dione 

Relevant articles and documents

Chemoselective Electrosynthesis Using Rapid Alternating Polarity

Challenges in the selective manipulation of functional groups (chemoselectivity) in organic synthesis have historically been overcome either by using reagents/catalysts that tunably interact with a substrate or through modification to shield undesired sites of reactivity (protecting groups). Although electrochemistry offers precise redox control to achieve unique chemoselectivity, this approach often becomes challenging in the presence of multiple redox-active functionalities. Historically, electrosynthesis has been performed almost solely by using direct current (DC). In contrast, applying alternating current (AC) has been known to change reaction outcomes considerably on an analytical scale but has rarely been strategically exploited for use in complex preparative organic synthesis. Here we show how a square waveform employed to deliver electric current - rapid alternating polarity (rAP) - enables control over reaction outcomes in the chemoselective reduction of carbonyl compounds, one of the most widely used reaction manifolds. The reactivity observed cannot be recapitulated using DC electrolysis or chemical reagents. The synthetic value brought by this new method for controlling chemoselectivity is vividly demonstrated in the context of classical reactivity problems such as chiral auxiliary removal and cutting-edge medicinal chemistry topics such as the synthesis of PROTACs.

THALIDOMIDE ANALOGS AND METHODS OF USE

Thalidomide analogs and methods of using the thalidomide analogs are disclosed. Some embodiments of the disclosed compounds exhibit anti- angiogenic and/or anti-inflammatory activity. Certain embodiments of the disclosed compounds are non-teratogenic.

A facile scheme for phthalimide ? phthalimidine conversion

Desulfurization of phenylthiolactams using an ultrasound-promoted Raney nickel protocol yields the corresponding N-substituted phthalimidines. Benzylic oxidation of the N-substituted phthalimidines by treatment with 2,2'-bipyridinium chlorochromate/m-chloroperbenzoic acid (BPCC/MCPBA) affords the original phthalimides. The reduction-desulfurization is applied to the preparation of a deoxythalidomide derivative which is a TNF-α inhibitor.