4-[2-(1,3-Dihydro-1,3-dioxo-2H-isoindol-2-yl)ethoxy]-3-oxobutanoic Acid Methyl Ester

Base Information

• Chemical Name: 4-[2-(1,3-Dihydro-1,3-dioxo-2H-isoindol-2-yl)ethoxy]-3-oxobutanoic Acid Methyl Ester
• CAS No.: 111429-90-4
• Molecular Formula: C15H15NO6
• Molecular Weight: 305.28300
• Mol file: 111429-90-4.mol

Synonyms:.methyl 4-(2-(phthalimido)ethoxy)acetoacetate;4-[2-(1,3-Dihydro-1,3-dioxo-2H-isoindol-2-yl)ethoxy]-3-oxobutanoic Acid Methyl Ester;.methyl-4-[2-(phthalimido)ethoxy]acetoacetate;.methyl 4-((2'-hydroxyethyl)phthalimide)acetoacetate;4-[2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-ethoxy]-3-oxo-butyric acid methyl ester;

Chemical Property of 4-[2-(1,3-Dihydro-1,3-dioxo-2H-isoindol-2-yl)ethoxy]-3-oxobutanoic Acid Methyl Ester

Chemical Property:

• Boiling Point: 470.2±30.0 °C(Predicted)
• PKA: 9.81±0.46(Predicted)
• PSA: 89.98000
• Density: 1.329±0.06 g/cm3(Predicted)
• LogP: 0.36930
• Solubility.: DCM, Ethyl Acetate, Methanol

Purity/Quality:

98%min ^*data from raw suppliers

4-[2-(1,3-Dihydro-1,3-dioxo-2H-isoindol-2-yl)ethoxy]-3-oxobutanoicAcidMethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 4-[2-(1,3-Dihydro-1,3-dioxo-2H-isoindol-2-yl)ethoxy]-3-oxobutanoic Acid Methyl Ester is an intermediate in the synthesis of Amlodipine Besilate (A633500) related compounds.

Technology Process of 4-[2-(1,3-Dihydro-1,3-dioxo-2H-isoindol-2-yl)ethoxy]-3-oxobutanoic Acid Methyl Ester

There total 2 articles about 4-[2-(1,3-Dihydro-1,3-dioxo-2H-isoindol-2-yl)ethoxy]-3-oxobutanoic Acid Methyl Ester 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: 89.1%

N-(2-Hydroxyethyl)phthalimide (3891-07-4) + C13H16O6S → methyl 4-[2-(phthalimido)-ethoxy]acetoacetate (111429-90-4)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; at 20 ℃; for 3h; Reagent/catalyst; Reflux;

Reference yield: 55.0%

N-(2-Hydroxyethyl)phthalimide (3891-07-4) + Methyl 4-chloroacetoacetate (32807-28-6,935731-94-5) → methyl 4-[2-(phthalimido)-ethoxy]acetoacetate (111429-90-4)

Guidance literature:

N-(2-Hydroxyethyl)phthalimide; With sodium hydride; In tetrahydrofuran; at -10 ℃; for 0.583333h;

Methyl 4-chloroacetoacetate; In tetrahydrofuran; at -10 - 20 ℃; for 18h;

Reference yield: 80.0%

4-fluorobenzaldehyde (459-57-4) + methyl 4-[2-(phthalimido)-ethoxy]acetoacetate (111429-90-4) → methyl 2-[4-fluorobenzylidene]-4-[2-(phthalimido)-ethoxy]acetoacetate (1252017-20-1)

Guidance literature:

With piperidine; acetic acid; In methanol; at 37 ℃; for 5h; Inert atmosphere;

upstream raw materials:

N-(2-Hydroxyethyl)phthalimide

Methyl 4-chloroacetoacetate

Downstream raw materials:

phthaloyl amlodipine

dimethyl 2-[(2-aminoethoxy)methyl]-4-(2-chlorophenyl)-1,4-dihydro-6-methyl-3,5-pyridinedicarboxylate

methyl 2-[4-fluorobenzylidene]-4-[2-(phthalimido)-ethoxy]acetoacetate

methyl 2-[4-chlorobenzylidene]-4-[2-(phthalimido)-ethoxy]acetoacetate

Refernces

• 1、 -. "Compound and its as L-type calcium channel blocker or/and application of acetylcholine esterase inhibitors". Paragraph 0424; 0426. . Retrieved 2016/10/07.
• 2、 -. "ISOLATION OF DIHYDROPYRIDINE DERIVATIVE AND PREPARATION SALTS THEREOF". Page 19. . Retrieved 2010/02/07.