Synthesis of Novel Iminosugar-Based Trehalase Inhibitors by Cross-Metathesis Reactions
β Scribed by Davide Bini; Matilde Forcella; Laura Cipolla; Paola Fusi; Camilla Matassini; Francesca Cardona
- Publisher
- John Wiley and Sons
- Year
- 2011
- Tongue
- English
- Weight
- 693 KB
- Volume
- 2011
- Category
- Article
- ISSN
- 1434-193X
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β¦ Synopsis
The synthesis of a novel class of trehalase inhibitors composed of iminopyranose or iminofuranose residues linked at the pseudoanomeric carbon through an alkyl chain is described. A set of six novel compounds was prepared by the same reaction sequence involving the Grubbs Ru-carbenecatalyzed cross-metathesis (CM) of different N-Cbz-pro-[a
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The synthesis of biologically relevant glycosyl amino acids from corresponding O-allyl glycosides is described. The procedure involves a cross-metathesis reaction with Fmoc-L-allylglycine benzyl ester, followed by reduction of the resulting olefin via catalytic hydrogenation, with the concomitant re