Synthesis of Epoxyalkyl (1→3)‐β‐D‐Oligoglucosides

Abstract

We describe an approach for the synthesis of (1→3)‐β‐D‐oligosaccharide derivatives 10–18. 1–9 were synthesized by treating peracetylated (1→3)‐β‐D‐oligosaccharides with the corresponding alkenyl alcohols and Lewis acid (SnCl₄) catalyst. Epoxidation of the corresponding alkenyl oligoglucosides took place by m‐CPBA. NaOMe in dry methanol was used for the deacetylation of the blocked derivatives, to give 10–18 in overall yields of 25–32%.

Keywords:

• Epoxyalkyl (1→3)‐β‐D‐oligoglucosides
• Synthesis

Acknowledgments

This project was financially supported by “The Scaling the Height Program” of the State Science and Technology Committee of China.