(3R)-3-(1-oxo-1,3-dihydro-2H-isoindol-2-yl)piperidine-2,6-dione

Base Information

• Chemical Name: (3R)-3-(1-oxo-1,3-dihydro-2H-isoindol-2-yl)piperidine-2,6-dione
• CAS No.: 107740-48-7
• Molecular Formula: C₁₃H₁₂N₂O₃
• Molecular Weight: 244.25
• Mol file: 107740-48-7.mol

Synonyms:2,6-Piperidinedione,3-(1,3-dihydro-1-oxo-2H-isoindol-2-yl)-, (R)-; (+)-EM 12; R-(+)-EM 12

Chemical Property of (3R)-3-(1-oxo-1,3-dihydro-2H-isoindol-2-yl)piperidine-2,6-dione

Chemical Property:

• Vapor Pressure: 1.72E-11mmHg at 25°C
• Boiling Point: 534.3°Cat760mmHg
• Flash Point: 276.9°C
• Density: 1.393g/cm³

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3R)-3-(1-oxo-1,3-dihydro-2H-isoindol-2-yl)piperidine-2,6-dione

There total 20 articles about (3R)-3-(1-oxo-1,3-dihydro-2H-isoindol-2-yl)piperidine-2,6-dione 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%

methyl 2-bromomethylbenzoate (2417-73-4) + (+/-)-α-aminoglutarimide (2353-44-8,673485-72-8) → 3-(1-oxo-1,3-dihydro-isoindol-2-yl)-piperidine-2,6-dione (26581-81-7,103794-93-0,107740-48-7,107657-57-8)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 80 ℃; for 18h;

Reference yield: 90.0%

thalidomide (50-35-1) → 3-(1-oxo-1,3-dihydro-isoindol-2-yl)-piperidine-2,6-dione (26581-81-7,103794-93-0,107740-48-7,107657-57-8)

Guidance literature:

With tetramethylammonium tetrafluoroborate; tert-butyl alcohol; Trimethylacetic acid; In acetonitrile; at 20 ℃; Solvent; Reagent/catalyst; chemoselective reaction; Electrolysis; Inert atmosphere;

DOI:10.1021/jacs.1c06572

Reference yield: 80.0%

2-(1-oxo-1,3-dihydro-isoindol-2-yl)-pentanedioic acid anhydride (26581-82-8) → 3-(1-oxo-1,3-dihydro-isoindol-2-yl)-piperidine-2,6-dione (26581-81-7,103794-93-0,107740-48-7,107657-57-8)

Guidance literature:

With urea; at 180 ℃;

upstream raw materials:

2-(1-oxo-1,3-dihydro-isoindol-2-yl)-pentanedioic acid anhydride

1-(4-methoxybenzyl)-3-(1-oxo-1,3-dihydroisoindol-2-yl)piperidine-2,6-dione

3-(1-hydroxy-3-oxoisoindolin-2-yl)piperidine-2,6-dione

thalidomide