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The synthesis of 1-acetamido-2,6-anhydro-1,7-deoxy-L-glycero-L-galactitol (N-[β-L-fucopyranosylomethyl]-acetamide) and related derivatives

Author

Julie Marie Gallagher, University of the Pacific

Date of Award

1989

Document Type

Thesis - Pacific Access Restricted

Degree Name

Master of Science (M.S.)

Department

Graduate School

First Advisor

Paul H. Gross

First Committee Member

Donald K. Wedegaertner

Second Committee Member

Carl E. Wulfman

Abstract

One important goal of this thesis is the hydrogenation of the glycosyl cyanide, which has never been mentioned by any of the groups who have done work in this area, except for B. Coxon and G. Fletcher, who in 1964, reduced a tetra-O-acetyl-β-D-galactopyranosyl cyanide with lithium aluminum hydride. We were hoping to obtain, by reduction with hydrogen on Pd/C, an aminomethyl C-glycoside. It is believed that these aminomethyl C-glycosides are of potential biological importance especially in the area of AIDS and HIV therapy.

Pages

102

Recommended Citation

Gallagher, Julie Marie. (1989). The synthesis of 1-acetamido-2,6-anhydro-1,7-deoxy-L-glycero-L-galactitol (N-[β-L-fucopyranosylomethyl]-acetamide) and related derivatives. University of the Pacific, Thesis - Pacific Access Restricted. https://scholarlycommons.pacific.edu/uop_etds/2182