Abstract
AbstractThe lipase‐catalyzed regioselective acylation of methyl α‐D‐galacto‐, ‐gluco‐ and ‐mannopyranosides with isopropylidene‐protected (R)‐ and (S)‐glyceric acid methyl esters in organic solvents is presented. Factors affecting the formation of the 6‐O‐mono‐ and 2,6‐O‐diacylated products are examined and preparative‐scale reactions are detailed. In addition, studies on partially protected methyl α‐D‐galactopyranosides are presented, with the 3,4‐O‐isopropylidene protected compound leading exclusively to the formation of the 6‐O‐monoacylated product even at high substrate concentrations. Application of acidic resin in methanol allows removal of the isopropylidene protection groups without disturbing the ester bond at C‐6.
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.
