Synthesis, biological activity and modelling studies of two novel anti HIV PR inhibitors with a thiophene containing hydroxyethylamino core

…, L Chiummiento, M De Bonis, M Funicello, P Lupattelli…

Index: Bonini, Carlo; Chiummiento, Lucia; De Bonis, Margherita; Funicello, Maria; Lupattelli, Paolo; Suanno, Gerardina; Berti, Federico; Campaner, Pietro Tetrahedron, 2005 , vol. 61, # 27 p. 6580 - 6589

Full Text: HTML

Citation Number: 56

Abstract

An efficient method has been developed for the synthesis of a versatile intermediate bearing azido, hydroxyl and ester functions, a useful precursor for peptidomimetic compounds. The two main features for this synthesis were the use of the Sharpless asymmetric dihydroxylation on thiophene acrylate and the subsequent regioselective ring opening by sodium azide of the cyclic sulfite. Highly chemoselective reduction of the azido alcohol led ...