Abstract
The enantioselectivity of the lipase-catalyzed acetylation of several ( RS)-2-(1-aminoethyl)-3-chloro-5-(substituted)pyridines has been examined. An enantiomeric excess (substrate) of 94% at 55% conversion was obtained for acetylation of the ( R)-isomer of ( RS)-2-(1-aminoethyl)-3-chloro-5-bromopyridine by Candida antartica lipase B in ethyl acetate, whereas the ( R)-isomer of ( RS)-2-(1-aminoethyl)-3,5-dichloropyridine and ( RS)-2-(1-aminoethyl)-3-chloro-5-(difluoromethoxy)pyridine were each acetylated with significantly lower enantioselectivity. Substitution of methyl propionate, methyl isobutyrate or methyl methoxyacetate for ethyl acetate resulted in decreased enantioselectivity.
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.
