A Short Synthesis of the Factor??Xa Inhibitor DX??9065a using palladium??catalyzed key steps

…, R Kucznierz, H Leinert, K Marzenell…

Index: Kehr, Christiane; Neidlein, Richard; Engh, Richard A.; Brandstetter, Hans; Kucznierz, Ralf; Leinert, Herbert; Marzenell, Klaus; Strein, Klaus; Von Der Saal, Wolfgang Helvetica Chimica Acta, 1997 , vol. 80, # 3 p. 892 - 896

Full Text: HTML

Citation Number: 13

Abstract

Abstract We describe a new, efficient synthesis of DX-9065a (4), a potent inhibitor of the blood coagulation enzyme factor Xa (fXa) which has previously been prepared in more than 20 steps. We saved approximately 10 steps starting with a Pd-catalyzed cyanation of the triflate 10 of 7-methoxynaphthalen-2-ol (9). After cleavage of the MeO group with boron tribromide, the triflate 6 was coupled to acrylate 5 in a Heck reaction ([RIGHTWARDS ...