109258-71-1

Basic information

• Product Name: methyl 5-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-4-oxopentanoate
• Synonyms: methyl 5-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-4-oxopentanoate;Methyl 5-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)-4-oxopentanoate
• CAS NO: 109258-71-1
• Molecular Formula: C₁₄H₁₃NO₅
• Molecular Weight: 275.26
• Mol File: 109258-71-1.mol
• Article Data: 9

Chemical Properties

• Melting Point: 90-93 °C
• Boiling Point: 428.1±25.0 °C(Predicted)
• Appearance: /
• Density: 1.331±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: -2.52±0.20(Predicted)
• CAS DataBase Reference: methyl 5-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-4-oxopentanoate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 5-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-4-oxopentanoate(109258-71-1)
• EPA Substance Registry System: methyl 5-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-4-oxopentanoate(109258-71-1)

Safety Data

• Hazardous Substances Data: 109258-71-1(Hazardous Substances Data)

Usage

General Description

Methyl 5-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-4-oxopentanoate is a compound commonly used in organic synthesis and medicinal chemistry. It is a derivative of isoindoline, a heterocyclic compound with a fused 5,6-membered ring structure. This specific compound is a methyl ester, containing a carboxylic acid functional group and a ketone functional group. It is often used as a building block for the synthesis of various pharmaceuticals and organic molecules due to its versatile reactivity and potential pharmacological properties. Additionally, its unique structure makes it a valuable tool for the development of new chemical reactions and synthetic methodologies in the field of organic chemistry.

Upstream product

• 62024-36-6 5-chloro-4-oxopentanoic acid methyl ester 
• 1074-82-4 potassium phtalimide 
• 53856-93-2 methyl 5-bromo-4-oxopentanoate 
• 136918-14-4 phthalimide 
• 58960-19-3 2-{[5-oxotetrahydrofuran-2-yl]methyl}-1H-isoindole-1,3(2H)-dione 
• 624-45-3 levulinic acid methyl ester 
• 123-76-2 levulinic acid 
• 95678-51-6 3-bromo-4-oxopentanoic acid methyl ester 
• 1490-25-1 succinic acid monomethylester chloride 
• 1729-32-4 5-iodomethyl-dihydro-furan-2-one 
• 135119-69-6 Methyl 4-hydroxy-5-phthalimidopentanoate 

Downstream Products

• 5451-09-2 5-aminolevulinic acid hydrochloride 
• 142896-53-5 N-(2-carboxybenzoyl)-5-amino-4-oxopentanoic acid 
• 88-99-3 benzene-1,2-dicarboxylic acid 
• 79416-27-6 methyl aminolevulinate 
• 99310-57-3 4-(2-carboxyethyl)imidazolin-2-one 

Relevant articles and documents

Synthesis of 5-aminolevulinic acid with nontoxic regents and renewable methyl levulinate

Synthesis of 5-aminolevulinic acid (5-ALA) was presented with novel bromination of biobased methyl levulinate (ML), followed by ammoniation and hydrolysis. Copper bromide (CuBr2) was employed as the bromination reagent with higher selectivity and activity instead of the conventional liquid bromine (Br2). 5-ALA was obtained in a high yield (64%) and purity (>95%) by optimum design, which is of great potential in industrialization.

Method for manufacturing methyl 5-bromolevulinate and manufacturing method 5-aminolevulinic acid heyl ester hydrochloride using the same

The present invention relates to a method of preparing methyl 5-bromolevulinate, capable of improving the yield of a final product while having stability of a product, and a method of preparing 5-aminoalkylenic acid hexyl ester hydrochloride using the same. To this end, the method of preparing methyl 5-bromolevulinate comprises: a first reaction step of mixing levulinic acid, methanol and bromine in a container and making the mixture react; a second reaction step of mixing a first product of the first reaction step, a first reactant not reacting in the first reaction step, ultrapure water and chloroform solution, and making the mixture react; an extraction step of extracting a chloroform solution layer from a first mixture formed after the second reaction step; a third reaction step of mixing the chloroform solution layer extracted in the extraction step, ethyl ether, and sodium bicarbonate saturated aqueous solution and stirring the mixture; a purification step of separating an aqueous solution layer from a second mixture formed after the third reaction step; a fourth reaction step of mixing a remaining mixture after the aqueous solution layer is separated from the second mixture with N-Hexane, and making the mixture react; a precipitation step of precipitating methyl 5-bromolevulinate in a solid state from a third mixture while quenching the third mixture formed after the fourth reaction step; and a filtering step of filtering the methyl 5-bromolevulinate in the solid state from a fourth mixture formed after the precipitation step by using a filtration device.COPYRIGHT KIPO 2019

PROCESS FOR THE PREPARATION OF ALKYL 5- (DICARBOXIMIDO) LEVULINATE AND ALKYL 4-OXO-PENTENOATE

A method of manufacturing esters of dicarboxyimidolevulinic acid and alkyl trans-4-oxo-2-pentenoate. This method includes two reaction steps, wherein the first step of said two reaction steps is a bromination of alkyl-levulinate, to obtain alkyl-(3 and 5)-bromolevulinate, and the second step of said two reaction steps is a synthesis of esters of dicarboxyimidolevulinic acid and alkyl trans-4-oxo-2-pentenoate, by reacting the alkyl-(3 and 5)-bromolevulinate obtained in said first step with dicarboxyimide anion.