催化量甲醇钠就可以高效催化胺酯交换制备酰胺!

学术   2024-12-10 08:02   上海  

催化量甲醇钠就可以高效催化各种胺和酯直接交换制备酰胺,反应温度只要50℃,条件温和。另外利用甲醇钠/4-三氟甲基苯酚组合催化剂可以用于胺酯交换制备各种多肽。【Chem. Commun., 2012,48, 5434-5436; 
  • DOI
https://doi.org/10.1039/C2CC32153J

General procedure for the amidation of esters catalyzed by sodium methoxideA mixture of sodium methoxide (0.4 mmol, 5 mol% based on ester), ester (8.0 mmol, 1.0 eq), amine (10.4 mmol, 1.3 eq), and toluene (2.0 mL) was heated at 50 °C for periodic time under an argon flow condition. The resulting mixture was quenched with aqueous saturated NH4Cl. After extraction with ethyl acetate, the product was purified by flash column chromatography or recrystallization


General procedure for the amidation of α-amino esters catalyzed by sodium methoxide with 4-trifluoromethylphenolA mixture of sodium methoxide (0.2 mmol, 10 mol% based on ester), 4-trifluoromethylphenol (0.6 mmol, 30 mol% based on ester), ester (2.0 mmol, 1.0 eq), amine (2.6 mmol, 1.3 eq), MS3A (50 mg), and toluene (0.5 mL) was heated at 50 or 70 °C for periodic time under an argon flow condition. The resulting mixture was quenched with aqueous saturated NH4Cl. After extraction with ethyl acetate, the product was purified by flash column chromatography or recrystallization.

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