1086383-71-2Relevant academic research and scientific papers
Valuable versatile reactivity of thiaisatoic anhydrides: Expedient solid-phase synthesis of thieno[1,4]diazepine-2,5-diones
Brouillette, Yann,Verdié, Pascal,Martinez, Jean,Lisowski, Vincent
experimental part, p. 2360 - 2364 (2009/05/07)
An expedient route for the generation of substituted thieno[3,2-e][1,4] diazepine-2,5-dione analogues is described herein. It was demonstrated in solution that thiaisatoic anhydride and its N-alkylated equivalents react in opposite ways with amino acids in basic conditions. This versatile reactivity was used to develop an efficient strategy on solid support. Wang resin-bound thiaisatoic anhydride was coupled with N-alkylated α-amino acids, cyclo-condensed and effectively cleaved from the polymer to provide a preliminary collection of thieno[3,2-e][1,4]diazepine-2,5-diones in 83-99% purity and 71-95% yield. Georg Thieme Verlag Stuttgart.
