33745-25-4

Basic information

• Product Name: 2-(1,3-DIOXO-1,3-DIHYDRO-ISOINDOL-2-YL)-PROPIONIC ACID METHYL ESTER
• Synonyms: 2-(1,3-DIOXO-1,3-DIHYDRO-ISOINDOL-2-YL)-PROPIONIC ACID METHYL ESTER;METHYL 2-(1,3-DIOXO-1,3-DIHYDRO-2H-ISOINDOL-2-YL)PROPANOATE;N-PHTHALOYLALANINE METHYL ESTER;NNHVWQRYVXVZLH-UHFFFAOYSA-N
• CAS NO: 33745-25-4
• Molecular Formula: C₁₂H₁₁NO₄
• Molecular Weight: 233.22
• Mol File: 33745-25-4.mol
• Article Data: 10

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-(1,3-DIOXO-1,3-DIHYDRO-ISOINDOL-2-YL)-PROPIONIC ACID METHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(1,3-DIOXO-1,3-DIHYDRO-ISOINDOL-2-YL)-PROPIONIC ACID METHYL ESTER(33745-25-4)
• EPA Substance Registry System: 2-(1,3-DIOXO-1,3-DIHYDRO-ISOINDOL-2-YL)-PROPIONIC ACID METHYL ESTER(33745-25-4)

Safety Data

• Hazardous Substances Data: 33745-25-4(Hazardous Substances Data)

Usage

Molecular class

Isoindoline derivatives

Functional group

Methyl ester, propionic acid

Molecular structure

2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl) group attached to a propionic acid methyl ester group

Usage

Building block in organic synthesis

Potential applications

Pharmaceutical development, agrochemicals, materials science

Research applications

Investigation of biological targets and pathways in biochemistry and medicinal chemistry

Versatility

Valuable chemical building block with various potential applications in chemistry and biotechnology.

Upstream product

• 5445-17-0 Methyl 2-bromopropionate 
• 1074-82-4 potassium phtalimide 
• 67-56-1 methanol 
• 1243-07-8 rac.-Phthaloyl-alanin-(4-nitro-phenylester) 
• 3485-84-5 N-vinylphthalimide 
• 201230-82-2 carbon monoxide 
• 53701-47-6 2-(1,3-dioxoisoindolin-2-yl)propanoyl chloride 
• 27871-49-4 (S)-Methyl lactate 
• 136918-14-4 phthalimide 
• 21860-84-4 2-phthalimidopropionic acid 
• 7625-53-8 rac-Ala-OMe 
• 615-42-9 1,2-Diiodobenzene 

Downstream Products

• 95915-18-7 2-(2-Carbamoyl-benzoylamino)-propionic acid methyl ester 
• 1260111-25-8 (2R)-2-(1,3-dihydro-1-oxo-2H-isoindol-2-yl)-N-[(1R)-1-phenylethyl]propanamide 
• 1260111-26-9 (2S)-2-(1,3-dihydro-1-oxo-2H-isoindol-2-yl)-N-[(1R)-1-phenylethyl]propanamide 

Relevant articles and documents

Stereoselective tandem Michael-intramolecular cyclization approach to functionalized pyrroloisoindolones

A stereoselective synthesis of pyrrolo[2,1-a]isoindol-5-ones is described. The synthesis takes place through a tandem Michael addition- intramolecular cyclization, by the base-promoted condensation of methyl N- phthaloylalaninate with conjugate acceptors at low temperature. The desired products were obtained in good yields as single isomers in only one step. Presumably, the stereoselectivity of the cyclization step is kinetically controlled by a lithium chelate species between the interacting centers. The structure of the adducts is discussed, being supported by NMR experiments and X-ray crystallography.

METHOD FOR ALCOHOLYSIS OF AMIDE

Provided is a method for the alcoholysis of an amide. The method comprises subjecting an amide-containing compound to alcoholysis under alkaline conditions using an epoxy compound as an accelerant of alcoholysis.

A recyclable CO surrogate in regioselective alkoxycarbonylation of alkenes: Indirect use of carbon dioxide

Herein, we report a Pd-catalysed alkoxycarbonylation of alkenes based on the use of a recyclable CO2 reduction product, the crystalline and air-stable N-formylsaccharin, as a CO surrogate. The carbonylation proceeds under ambient conditions in an exceptionally complementary regioselective fashion yielding the desired branched products from styrene derivatives and valuable linear esters from alkyl-substituted alkenes.