ChemicalBook CAS DataBase List N-Succinimidyl Methacrylate

N-Succinimidyl Methacrylate synthesis

5synthesis methods

Product Name:N-Succinimidyl Methacrylate
CAS Number:38862-25-8
Molecular formula:C8H9NO4
Molecular Weight:183.16

6066-82-6 Synthesis

6066-82-6
737 suppliers
$5.00/10g

79-41-4 Synthesis

79-41-4
491 suppliers
$14.00/5g

38862-25-8
55 suppliers
$80.29/1g

Yield:38862-25-8 86%

Reaction Conditions:

with dicyclohexyl-carbodiimide in acetonitrile at 25;Inert atmosphere;

Steps:

Synthesis of intermediate compound 2,5-dioxopyrrolidin-1-ylmethacrylate (6)
To a 25 ml round-bottomflask were added 100 mg ofmethacrylic acid (4) (1.16 mmol), 160 mg of N-hydroxysuccinimide(5) (1.39 mmol), and 598 mg of dicyclohexylcarbodiimide(2.9 mmol). After 8 ml of dry acetonitrile was injected, the mixturewas stirred under nitrogen for about 16-24 h at 25 C. The wholeprocess was monitored by TLC. After reaction, the suspension wasfiltered and the solution was evaporated by rotavapor under highlyreduced pressure. The residue was purified by silica columnchromatography (Exane/EtOAc, gradient from 4:1 to 3:2). Theobtained compound was recrystallized from EtOAc and produced200 mg of white powder (6). Yield: 86%.

References:

Martin, Chloe;Marino, Nino;Curran, Ciara;McHale, Anthony P.;Callan, John F.;Callan, Bridgeen [International Journal of Pharmaceutics,2016,vol. 511,# 1,p. 570 - 578]

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6066-82-6 Synthesis

6066-82-6
737 suppliers
$5.00/10g