Tetrahedron

Large-scale synthesis of anticoagulant decapeptide MDL 28050

WJ Hoekstra, SS Sunder, RJ Cregge, LA Ashton…

Index: Hoekstra, William J.; Sunder, Shyam S.; Cregge, Robert J.; Ashton, Louis A.; Stewart, Kenneth T.; King, Chi-Hsin R. Tetrahedron, 1992 , vol. 48, # 2 p. 307 - 318

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Citation Number: 7

Abstract

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 described. 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. ...