Global Pharmaceutical R&D, Process Research & Development, Abbott Laboratories, 1401 Sheridan Road, D-R450, Bldg. R8, North Chicago, Illinois 60064-4000, USA.
Abstract:
reaction: see text]. A highly diastereoselective coupling reaction between TBSOP (3) and trityl sulfenimine 4 was developed which provided influenza neuraminidase inhibitor intermediate 7 in 80% yield and >99% de after crystallization. The reaction was shown to be reversible with the high diastereoselectivity resulting from a favorable H-bonding interaction in the major diastereomer.