Synthesis of Interglycosidically S‐Linked 1‐Thio‐Oligosaccharides Under Microwave Irradiation*

Presented at the EUROCARB12, Grenoble, France, 2003, PB 074, 286.

Abstract

Microwave irradiation (MWI) has accelerated the synthesis of S‐(2,3,4,6‐tetra‐O‐acetyl‐β‐D‐glucopyranosyl)thiouronium bromide (2a), whose reaction with 2,3,4,6‐tetra‐O‐acetyl‐α‐D‐glucopyranosyl bromide (1a) in the presence of Et₃N afforded stereoselectively the acetylated β,β‐1‐thiotrehalose 4a. Similarly, the respective D‐galactopyranosyl 4b and 2‐acetylamino‐2‐deoxy‐D‐glucopyranosyl 4c analog as well as 4,4′‐di‐O‐(2,3,4,6‐tetra‐O‐acetyl‐β‐D‐galactopyranosyl) 4d and 4,4′‐di‐O‐(2,3,4,6‐tetra‐O‐acetyl‐α‐D‐glucopyranosyl) 4e derivatives of 2,2′,3,3′,6,6′‐hexa‐O‐acetyl β,β‐1‐thiotrehalose were prepared.

Presented at the EUROCARB12, Grenoble, France, 2003, PB 074, 286.

Keywords:

• Microwave
• Thio‐oligosaccharides
• Thiotrehaloses
• Glycosyl isothiouronium salt
• Glycosyl halide

Acknowledgments

The continued supports from the AvH and DFG are highly appreciated.

Notes

Presented at the EUROCARB12, Grenoble, France, 2003, PB 074, 286.

Additional information

Notes on contributors

Atta I. Atta

Atta I. Atta is on leave from Faculty of Medical Sciences, Al‐Hodiedah University, Yemen.