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Date of Award


Document Type


Degree Name

Doctor of Philosophy (Ph.D.)



First Advisor

Howard K. Zimmerman, Jr.


D-Galactosamine has been known as one of the rarer amino sugars, occurring widely distributed in small concentrations in living organisms. The biological importance of D-galactosamine and its derivatives was thought to justify a study of the chemical properties of this group of compounds. As a result of this study the reactions of D-galactosamine have been found to differ more than previously thought from those of D-glucosamine, the more common amino sugar

For this investigation D-galactosamine hydrochloride was isolated from chondroitin sulfate, a polysaccharide obtained from the cartilaginous tissues of animals. This was changed by appropriate reactions to the 1,3,4,6-tetra-0-benzoyl-N-carbobenzoxy-α-β-D-galactosamine (III). This sirup, when reacted with hydrogen bromide in glacial acetic acid, produced 3,4,6-tri-o-benzoyl-l-bromo-α-D-galactosamine bydrobromide (IV), which was used as the starting material for the subsequent reactions.



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