Synthesis of New Statin Derivatives.

Herein we report the synthesis of the new statin derivative MC609 in 80 % overall yield by sequential transformation of simvastatin including dehydration, and Michael addition of N‐benzyl hydroxylamine followed by cyclization. The preparation of nitronestatins MC649 and MC645 is also described from (2S,4R)‐4‐((tert‐butyldimethylsilyl)oxy)‐6‐oxotetrahydro‐2H‐pyran‐2‐carbaldehyde by reaction with N‐benzyl hydroxylamine, and N‐hydroxylamine followed by reduction with sodium cyanoborohydride and coupling with commercially available 2‐chloro‐6‐methylquinoline‐3‐carbaldehyde, in 77 % and 24 % overall yield, respectively. [ABSTRACT FROM AUTHOR]