2-(1,3-DIOXO-1,3-DIHYDRO-ISOINDOL-2-YL)-PROPIONIC ACID METHYL ESTER

Base Information

• Chemical Name: 2-(1,3-DIOXO-1,3-DIHYDRO-ISOINDOL-2-YL)-PROPIONIC ACID METHYL ESTER
• CAS No.: 33745-25-4
• Molecular Formula: C₁₂H₁₁NO₄
• Molecular Weight: 233.224
• Mol file: 33745-25-4.mol

Synonyms:methyl 2-(1,3-dioxoisoindolin-2-yl)propanoate

Chemical Property of 2-(1,3-DIOXO-1,3-DIHYDRO-ISOINDOL-2-YL)-PROPIONIC ACID METHYL ESTER

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

N-PHTHALOYLALANINE METHYL ESTER Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-(1,3-DIOXO-1,3-DIHYDRO-ISOINDOL-2-YL)-PROPIONIC ACID METHYL ESTER

There total 12 articles about 2-(1,3-DIOXO-1,3-DIHYDRO-ISOINDOL-2-YL)-PROPIONIC 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: 91.0%

methanol (67-56-1) + C18H9F7N2O3 → methyl 2-(1,3-dioxoisoindolin-2-yl)propanoate (33745-25-4)

Guidance literature:

With glycidyl methyl ether; potassium acetate; at 90 ℃; for 35h; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.orglett.7b02841

Reference yield: 91.0%

→ methyl 2-(1,3-dioxoisoindolin-2-yl)propanoate (33745-25-4)

Guidance literature:

With glycidyl methyl ether; potassium acetate; at 90 ℃; for 35h; Schlenk technique;

Reference yield: 79.0%

phthalimide (136918-14-4,85-41-6) + Methyl 2-bromopropionate (5445-17-0) → methyl 2-(1,3-dioxoisoindolin-2-yl)propanoate (33745-25-4)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; at 20 ℃; for 2h;

DOI:10.1016/S0040-4020(99)00645-6

upstream raw materials:

Methyl 2-bromopropionate

potassium phtalimide

methanol

rac.-Phthaloyl-alanin-(4-nitro-phenylester)

Downstream raw materials:

(2R)-2-(1,3-dihydro-1-oxo-2H-isoindol-2-yl)-N-[(1R)-1-phenylethyl]propanamide

(2S)-2-(1,3-dihydro-1-oxo-2H-isoindol-2-yl)-N-[(1R)-1-phenylethyl]propanamide

2-(2-Carbamoyl-benzoylamino)-propionic acid methyl ester

Refernces

• 1、 Cavinato, G.,Toniolo, L.,Botteghi, C.,Gladiali, S.. "HYDROCARBOALKOXYLATION OF N-VINYLPHTHALIMIDE CATALYZED BY PALLADIUM COMPLEXES". . p. 93 - 100. Retrieved 1982.
• 2、 Pei, Qing-Lan,Che, Guan-Da,Zhu, Ru-Yi,He, Jian,Yu, Jin-Quan. "An Epoxide-Mediated Deprotection Method for Acidic Amide Auxiliary". supporting information. p. 5860 - 5863. Retrieved 2017/11/10.
• 3、 Marosv?lgyi-Haskó, Diána,Petz, Andrea,Takács, Attila,Kollár, László. "Synthesis of tetrahydrophthalazine and phthalamide (phthalimide) derivatives via palladium-catalysed carbonylation of iodoarenes". experimental part. p. 9122 - 9128. Retrieved 2011/12/02.