Abstract
AbstractA new synthetic method for the preparation of pitavastatin is described. The approach circumvents various synthetic problems associated with the buildup of the 3,5‐dihydroxy‐C7 acid side chain of HMG‐CoA reductase inhibitors (statins). The use of the C6‐amide derivative 5 instead of ester derivatives in the coupling reaction with carboxaldehyde 8 (Scheme 3) prevents undesired side reactions, such as eliminations and retro‐aldol reactions. The method provides synthetic statins, such as pitavastatin, in >99% ee and exceptionally high overall yield. The enantiomerically pure starting material, (3S)‐3‐{[(tert‐butyl)dimethylsilyl]oxy}‐5‐oxo‐5‐{[(1S)‐1‐phenylethyl]amino}pentanoic acid (3c), is prepared by an improved procedure from 3‐{[(tert‐butyl)dimethylsilyl]oxy}glutaric anhydride (1) and (1S)‐1‐phenylethylamine (2c; Scheme 1).
Sign-in/Register to access full text options 
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a callDisclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.
