Date of Publication

4-1995

Document Type

Master's Thesis

Degree Name

Master of Science in Chemistry

Subject Categories

Chemistry

College

College of Science

Department/Unit

Chemistry

Thesis Adviser

Gerardo C. Janairo

Defense Panel Chair

Martin C. Ilao

Defense Panel Member

Anamy C. Paano
Consolacion Y. Ragasa

Abstract/Summary

A new method for the synthesis of 3-amino-3-deoxy-1,2:5,6-di-O-isopropylidene-alpha-D-allofuranose is described. This reaction sequence consists of esterifying 1,2:5,6-di-O-isopropylidene-alpha-D-glucofuranose (diacetone glucose) with trifluoromethanesulfonic (triflic) anhydride, reacting the resulting trifluoromethanesulfonate (triflate) with sodium azide in the presence of 18-crown-6 with DMF as the solvent and reducing the azido sugar with LiAIH4. This process for the formation of amino sugar is fast, mild and convenient. It does not experience the difficulties such as decomposition and lack of reactivity at the secondary carbon which is usually encountered in substitution reactions involving diacetone glucose. In addition, the biological activity of the synthesized azido and amino sugars against a gram (-) and gram (+) bacteria is tested. The azido sugar is active against both, while the amino sugar is active against the gram (-) bacteria.

Abstract Format

html

Language

English

Format

Print

Accession Number

TG02421

Shelf Location

Archives, The Learning Commons, 12F Henry Sy Sr. Hall

Physical Description

63 leaves

Keywords

Microbial sensitivity tests; Spectrum analysis; Micro-organisms--Effect of antibiotics on; Microbiological assay; Deoxy sugars; Amino-acids; Solution (Chemistry); Chemistry, Physical and theoretical

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