Synthesis of 4-eeoxy-4-fluoro-α-galactosylceramide

CARB 110

Bernard F Castillo II, bernard.castillo_ii@huskymail.uconn.edu, Department of Chemistry, University of Connecticut, 55 North Eagleville Road, Unnit 3060, Storrs, CT 06269 and Amy Howell, amy.howell@uconn.edu, Chemistry Department, University of Connecticut, 55 North Eagleville Road, Unit 3060, Storrs-Mansfield, CT 06269.
KRN7000 (1) is an &alpha-galactosylceramide and has proven to be an important tool for probing the role of CD1-mediated NKT cell activation. We are interested in the synthesis of 4-deoxy-4-fluoro-&alpha-galactosylceramide (2), an analogue of KRN7000. The synthesis of this analogue from glucose pentaacetate and Boc-serine Weinreb amide will be described.

 

Carbohydrate Chemistry and Biochemistry
8:30 AM-11:50 AM, Thursday, August 23, 2007 BCEC -- 162B, Oral

Division of Carbohydrate Chemistry

The 234th ACS National Meeting, Boston, MA, August 19-23, 2007