N-Succinimidyl 6-maleimidohexanoate synthesis
- Product Name:N-Succinimidyl 6-maleimidohexanoate
- CAS Number:55750-63-5
- Molecular formula:C14H16N2O6
- Molecular Weight:308.29
6066-82-6
55750-53-3
55750-63-5
Under nitrogen protection, 4.7 g (22 mmol) of 6-maleimidohexanoic acid (MC) and 25 g (22 mmol) of N-hydroxybutanediimide (HOSu) were dissolved in 50 ml of acetonitrile. Another 4.5 g (22 mmol) of N,N'-dicyclohexylcarbodiimide (DCC) was dissolved in 25 ml of acetonitrile and the internal temperature was maintained. The DCC solution was slowly added dropwise to the reaction mixture at 0°C. The reaction mixture was stirred at 0 °C for 2 h. The reaction was then brought to room temperature and continued overnight. After completion of the reaction, the precipitate was removed by filtration and the filter cake was washed with acetonitrile (10 ml x 3). The filtrates were combined and concentrated to dryness under reduced pressure. The resulting oily product was dried under reduced pressure for 6 h at room temperature to give 6.4 g of a light brown solid, i.e., succinimidyl 6-(maleimido)hexanoate, in 95% yield.
6066-82-6
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55750-53-3
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55750-63-5
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Yield:55750-63-5 95%
Reaction Conditions:
with dicyclohexyl-carbodiimide in acetonitrile at 0 - 20;Inert atmosphere;
Steps:
2 Example 2Synthesis of Mc-OSu
Under nitrogen protection, 4.7 g (22 mmol) of MC and 25 g (22 mmol) of HOSu were added to 50 ml of acetonitrile.Another 4.5 g (22 mmol) of DCC was dissolved in 25 ml of acetonitrile,Keeping the internal temperature around 0°C,It was slowly dropped into the reaction solution.The reaction solution was reacted at 0°C for 2 hours and then reacted overnight at room temperature.filter,The filter cake was washed with acetonitrile 10ml×3.The filtrate was concentrated to dryness under reduced pressure.The resulting oil was dried under reduced pressure at room temperature for 6 h to give 6.4 g of light brown solid.Yield 95%.
References:
Sichuan Bai Li Pharmaceutical Co., Ltd.;Zhu Yi;Wang Yiqian;Zhuo Shi;Li Jie;Chen Lan;Wan Weili;Yu Yongguo CN107789630, 2018, A Location in patent:Paragraph 0064; 0065; 0066
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55750-63-5
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55750-63-5
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55750-63-5
318 suppliers
$6.00/50mg