methyl 5-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-4-oxopentanoate

Base Information

• Chemical Name: methyl 5-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-4-oxopentanoate
• CAS No.: 109258-71-1
• Molecular Formula: C₁₄H₁₃NO₅
• Molecular Weight: 275.261
• Hs Code.: 2933599550
• Mol file: 109258-71-1.mol

Synonyms:methyl 5-(1,3-dioxoisoindolin-2-yl)-4-oxopentanoate

Chemical Property of methyl 5-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-4-oxopentanoate

Chemical Property:

• Melting Point: 90-93 °C
• Boiling Point: 428.1±25.0 °C(Predicted)
• PKA: -2.52±0.20(Predicted)
• Density: 1.331±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C

Purity/Quality:

98%,99%, ^*data from raw suppliers

Aminolevulinic acid Related Compound B United States Pharmacopeia (USP) Reference Standard ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of methyl 5-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-4-oxopentanoate

There total 16 articles about methyl 5-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-4-oxopentanoate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.0%

Methyl 4-hydroxy-5-phthalimidopentanoate (135119-69-6) → methyl 5-(1,3-dioxoisoindolin-2-yl)-4-oxopentanoate (109258-71-1)

Guidance literature:

With chromium(VI) oxide; sulfuric acid; In acetone; for 1h;

DOI:10.1016/S0022-1139(00)80192-X

Reference yield: 88.0%

methyl 5-bromo-4-oxopentanoate (53856-93-2) + potassium phtalimide (1074-82-4) → methyl 5-(1,3-dioxoisoindolin-2-yl)-4-oxopentanoate (109258-71-1)

Guidance literature:

at 40 ℃; for 4h;

DOI:10.1039/c9ra01517e

Reference yield: 65.0%

phthalimide (136918-14-4,85-41-6) + methyl 5-bromo-4-oxopentanoate (53856-93-2) → methyl 5-(1,3-dioxoisoindolin-2-yl)-4-oxopentanoate (109258-71-1)

Guidance literature:

phthalimide; With potassium carbonate; In N,N-dimethyl-formamide; at 40 ℃; for 1.5h;

methyl 5-bromo-4-oxopentanoate; In N,N-dimethyl-formamide; at 40 ℃; for 1.5h;

upstream raw materials:

5-chloro-4-oxopentanoic acid methyl ester

potassium phtalimide

methyl 5-bromo-4-oxopentanoate

Methyl 4-hydroxy-5-phthalimidopentanoate

Downstream raw materials:

methyl aminolevulinate

4-(2-carboxyethyl)imidazolin-2-one

5-aminolevulinic acid hydrochloride

benzene-1,2-dicarboxylic acid

Refernces

• 1、 -. "Preparation method 5 - ALA intermediate 5 - bromoolevulinic acid ester". Paragraph 0032; 0053; 0055-0056. . Retrieved 2021/09/22.
• 2、 Zavozin, Alexander G.,Ignat'Ev, Nikolai V.,Schulte, Michael,Zlotin, Sergei G.. "Synthesis of thiazole derivatives bearing an incorporated Z-5-aminopent-3-enoic acid fragment". . p. 6975 - 6980. Retrieved 2013/07/26.