Date of Award:

12-2019

Document Type:

Thesis

Degree Name:

Master of Science (MS)

Department:

Chemistry and Biochemistry

Committee

Cheng-Wei Tom Chang

Committee

Alvan C. Hengge

Committee

Robert S. Brown

Abstract

The synthesis of 3- and 6- aminosugars from the old route requires many synthetic steps and is challenging. An alternative approach is to utilize acid-catalyzed hydrolysis of kanamycin derivatives. The 3-and 6 aminosugar donor was synthesized in just two steps with excellent yield and cost-effective. The acidic hydrolysis of these aminoglycosides provided not only the 3-and 6-aminosugars, but the direct chemical glycosylation of these aminosugars was proven feasible using isopropanol and octanol as the acceptor.

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582699672cfda92e7de9cc8e546431c1

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