Methyl 2-(1,3-dioxoisoindol-2-yl)prop-2-enoate

Base Information

• Chemical Name: Methyl 2-(1,3-dioxoisoindol-2-yl)prop-2-enoate
• CAS No.: 26878-24-0
• Molecular Formula: C12H9NO4
• Molecular Weight: 231.208
• Hs Code.: 2925190090
• Mol file: 26878-24-0.mol

Synonyms:Methyl 2-(1,3-dioxoisoindol-2-yl)prop-2-enoate;methyl 2-(1,3-dioxoisoindolin-2-yl)acrylate

Chemical Property of Methyl 2-(1,3-dioxoisoindol-2-yl)prop-2-enoate

Chemical Property:

• PSA: 63.68000
• LogP: 0.90720

Purity/Quality:

95+% ^*data from raw suppliers

Methyl2-(1,3-dioxoisoindol-2-yl)prop-2-enoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Methyl 2-(1,3-dioxoisoindol-2-yl)prop-2-enoate

There total 1 articles about Methyl 2-(1,3-dioxoisoindol-2-yl)prop-2-enoate 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:

phthalic anhydride (85-44-9) → methyl 2-phthalimidoacrylate (26878-24-0)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / toluene / Reflux

2: triethylamine; methanesulfonyl chloride / dichloromethane / -20 °C / Reflux

With methanesulfonyl chloride; triethylamine; In dichloromethane; toluene;

DOI:10.1002/anie.202003959

Reference yield: 99.0%

methyl 2-phthalimidoacrylate (26878-24-0) + 7-methyl-3-phenyl-2(3H)-benzofuranone (39531-25-4) → (S)-methyl 2-(1,3-dioxoisoindolin-2-yl)-3-((R)-7-methyl-2-oxo-3-phenyl-2,3-dihydrobenzofuran-3-yl)propanoate

Guidance literature:

With 1-(3,5-bis(trifluoromethyl)benzyl)-3-((1S,2S)-2-(dimethylamino)cyclohexyl)thiourea; In chlorobenzene; toluene; at -30 ℃; for 120h; enantioselective reaction; Molecular sieve;

DOI:10.1002/anie.201601028

Reference yield: 99.0%

methyl 2-phthalimidoacrylate (26878-24-0) + C15H11BrO2 (1139882-21-5) → (S)-methyl 3-((S)-3-(4-bromobenzyl)-2-oxo-2,3-dihydrobenzofuran-3-yl)-2-(1,3-dioxoisoindolin-2-yl)propanoate

Guidance literature:

With 1-(3,5-bis(trifluoromethyl)benzyl)-3-((1S,2S)-2-(dimethylamino)cyclohexyl)thiourea; In chlorobenzene; at -30 ℃; for 120h; enantioselective reaction; Molecular sieve;

DOI:10.1002/anie.201601028

upstream raw materials:

phthalic anhydride

Downstream raw materials:

N-phthalyl-4-fluoro-4-benzyloxycarbonyl-glutamic acid, α-methyl, γ-benzyl diester

N-phthalyl-4-fluoro-4-carboxy-glutamic acid, α-methyl δ-ethyl δ'-benzyl triester

1-benzyl-3-(4-methylphenylsulfonyl)-5-phthalimidopiperidine-2,6-dione

1-p-methoxybenzyl-3-phthalimido-5-(p-toluenesulfonyl)piperidine-2,6-dione

Refernces

• 1、 Knowles, Robert R.,Metrano, Anthony J.,Tsuchiya, Yuto,Tsui, Elaine. "Catalytic Hydroetherification of Unactivated Alkenes Enabled by Proton-Coupled Electron Transfer". . p. 11845 - 11849. Retrieved 2020/05/22.