Campus Access Only

All rights reserved. This publication is intended for use solely by faculty, students, and staff of University of the Pacific. No part of this publication may be reproduced, distributed, or transmitted in any form or by any means, now known or later developed, including but not limited to photocopying, recording, or other electronic or mechanical methods, without the prior written permission of the author or the publisher.

Anomers Of D-Galactosamine Benzoates

Author

Robert Stanley Strong, University of the Pacific

Date of Award

1965

Document Type

Dissertation

Degree Name

Doctor of Philosophy (Ph.D.)

Department

Chemistry

First Advisor

Howard K. Zimmerman, Jr.

Abstract

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.

Pages

81

Recommended Citation

Strong, Robert Stanley. (1965). Anomers Of D-Galactosamine Benzoates. University of the Pacific, Dissertation. https://scholarlycommons.pacific.edu/uop_etds/2908