Practical asymmetric synthesis of a non-peptidic αvβ3 antagonist

…, UH Dolling, DR Lieberman, GW Stewart

Index: Keen, Stephen P.; Cowden, Cameron J.; Bishop, Brian C.; Brands, Karel M. J.; Davies, Antony J.; Dolling, Ulf H.; Lieberman, David R.; Stewart, Gavin W. Journal of Organic Chemistry, 2005 , vol. 70, # 5 p. 1771 - 1779

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Citation Number: 36

Abstract

The development of a practical and highly convergent synthesis of an αvβ3 antagonist is described. The two key fragments present in this compound, a tetrahydropyrido [2, 3-b] azepine ring system and a chiral 3-aryl-5-oxopentanoic acid, were constructed independently and then coupled at a late stage using a Wittig reaction. The pyridoazepine moiety was prepared from N-Boc 6-chloro-2-aminopyridine via directed ortho-metalation/ ...