1538551-54-0

Basic information

• Product Name: 1,3-dioxoisoindolin-2-yl butyrate
• CAS NO: 1538551-54-0
• Molecular Weight: 233.224
• Mol File: 1538551-54-0.mol
• Article Data: 15

Chemical Properties

• CAS DataBase Reference: 1,3-dioxoisoindolin-2-yl butyrate(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-dioxoisoindolin-2-yl butyrate(1538551-54-0)
• EPA Substance Registry System: 1,3-dioxoisoindolin-2-yl butyrate(1538551-54-0)

Safety Data

• Hazardous Substances Data: 1538551-54-0(Hazardous Substances Data)

Usage

Derivatives

Isoindolin-1,3-dione and butyric acid

Potential applications

a. Organic synthesis
b. Pharmaceuticals

Unique structure

Could be utilized in the development of new materials and drugs

Biological activities

May have beneficial effects for various medical treatments

Research status

Further research is needed to fully understand the properties and potential uses of 1,3-dioxoisoindolin-2-yl butyrate

Upstream product

• 524-38-9 N-hydroxyphthalimide 
• 107-92-6 butyric acid 
• 71-36-3 butan-1-ol 
• 123-72-8 butyraldehyde 
• 3249-68-1 ethyl butyroyl acetate 

Relevant articles and documents

Minisci-Type Alkylation of N-Heteroarenes by N-(Acyloxy)phthalimide Esters Mediated by a Hantzsch Ester and Blue LED Light

A synthetic method that enables the Hantzsch ester-mediated Minisci-type C2-alkylation of quinolines, isoquinolines and pyridines by N-(acyloxy)phthalimide esters (NHPI) under blue LED (light emitting diode) light (456 nm) is described. Achieved under mild reaction conditions at room temperature, the metal-free synthetic protocol was shown to be applicable to primary, secondary and tertiary NHPIs to give the alkylated N-heterocyclic products in yields of 21–99%. On introducing a chiral phosphoric acid, an asymmetric version of the reaction was also realised and provided product enantiomeric excess (ee) values of 53–99%. The reaction mechanism was delineated to involve excitation of an electron-donor acceptor (EDA) complex, formed from weak electrostatic interactions between the Hantzsch ester and NHPI, which generates the posited radical species of the redox active ester that undergoes addition to the N-heterocycle.

Visible-Light-Triggered Decarboxylative Alkylation of 8-Acylaminoquinoline with N -Hydroxyphthalimide Ester

A facile protocol for visible-light-induced decarboxylative radical coupling of NHP esters with 8-aminoquinoline amides is reported, affording a highly efficient approach to synthesize a variety of 2-alkylated or 2,4-dialkylated 8-aminoquinoline derivativ

Photochemical Decarboxylative C(sp3)-X Coupling Facilitated by Weak Interaction of N-Heterocyclic Carbene

While N-hydroxyphthalimide (NHPI) ester has emerged as a powerful reagent as an alkyl radical source for a variety of C-C bond formations, the corresponding C(sp3)-N bond formation is still in its infancy. We demonstrate herein transition-metal-free decarboxylative C(sp3)-X bond formation enabled by the photochemical activity of the NHPI ester-NaI-NHC complex, giving primary C(sp3)-(N)phth, secondary C(sp3)-I, or tertiary C(sp3)-(meta C)phth coupling products. The primary C(sp3)-(N)phth coupling offers convenient access to primary amines.