7535-68-4Relevant academic research and scientific papers
LARGE-SCALE SYNTHESIS OF ANTICOAGULANT DECAPEPTIDE MDL 28050
Hoekstra, William J.,Sunder, Shyam S.,Cregge, Robert J.,Ashton, Louis A.,Stewart, Kenneth T.,King, Chi-Hsin R.
, p. 307 - 318 (2007/10/02)
A solution phase synthesis of the anticoagulant decapeptide Suc-Tyr-Glu-Pro-Ile-Pro-Glu-Glu-Ala-Cha-D-Glu-OH ( 1, MDL 28050) on a large scale is decribed.Our strategy employed in the 24-step total synthesis relies on a convergent approach.The basic feature is the preparation and the coupling of two protected pentapeptides, 2 and 3.Several key intermediates were purified by crystallizations including the protected decapeptide 21.Only a single purification required preparative HPLC.Using this synthetic route, we prepared 98percent pure final product on a 40-g scale.The overall yield of this process is about 20percent.
