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http://dx.doi.org/10.5012/jkcs.2010.54.4.419

Microwave Irradiation and Diisopropylcarbodiimide (DIC)/7-Aza-1-hydroxybenzotriazole (HOAt): A Potent Combination for Synthesis of Variuos Hydrazide from N-Protected Amino Acid and Hydrazine  

Albatal, Mona (Beirut Arab University, Faculty of Science, Chemistry Department)
Ghani, Mohamad Abdul (Beirut Arab University, Faculty of Science, Chemistry Department)
El-Faham, Ayman (King Saud University, College of Science, Chemistry Department)
Al-Hazimi, Hassan M. (King Saud University, College of Science, Chemistry Department)
Hammud, Hassan H. (Beirut Arab University, Faculty of Science, Chemistry Department)
Publication Information
Abstract
Here we describe a fast and rapid technique for preparation of amino acid hydrazide as well as peptide hydrazide derivatives using diisopropylcarbodiimide (DIC)/1-hydroxybenzotriazoles (HOXt) (X = A or B) under microwave irradiation employing a multimode reactor (Synthos 3000 Aton Paar, GmbH, 1400 W maximum magnetron). A comparison between conventional and microwave irradiation was described. The microwave methodology is rapid, convenient, proceeds under mild conditions. Diisopropylcarbodiimide (DIC)/7-aza-1-hydroxybenzotriazole (HOAt) always gave much better yield (95 - 98%) and purity than diisopropylcarbodiimide (DIC)/1-hydroxybenzotriazole (HOBt).
Keywords
Microwave irradiation; Carbodiimide; 7-Aza-1-hydroxybenzotriazole; Amino acid hydrazide; Peptide hydrazide;
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