Synthesis of 4-deoxy-4-fluoro-α-galactosylceramide

CARB 93

Amy R Howell, amy.howell@uconn.edu and Bernard F Castillo II, bernard.castillo_ii@huskymail.uconn.edu. Department of Chemistry, University of Connecticut, 55 North Eageville Road, Unit 3060, Storrs, CT 06269
KRN7000 (1) is an α-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-α-galactosylceramide (2), an analogue of KRN7000. The synthesis of this analogue from glucose pentaacetate and Boc-serine Weinreb amide will be described.

 

General Contributed Papers: Synthesis
9:00 AM-11:20 AM, Wednesday, 13 September 2006 Hilton San Francisco -- Yosemite C, Oral

Division of Carbohydrate Chemistry

The 232nd ACS National Meeting, San Francisco, CA, September 10-14, 2006