Date of Award

2010

Degree Type

Thesis

Degree Name

Master of Science (MS)

Department

Chemistry

Abstract

The 9-phenylthioxanthyl moiety (S-pixyl) is an effective protecting group for primary alcohols. It can be cleaved from the parent alcohol by photochemical methods in addition to acid catalyzed cleavage. Previous studies included the investigation of S-pixyl analogues incorporating substitution on the 9-phenyl ring as well as the thioxanthyl backbone. These analogues required shorter irradiation times and gave excellent deprotection yields for thymidine when compared to the underivatized S-pixyl and analogous 9-phenylxanthyl (pixyl) moieties. However, analogues incorporating both types of substitution were not investigated.

Several S-pixyl analogues have been synthesized to determine the combined effects of substitution on the phenyl ring and the thioxanthyl backbone. The analogues were used to protect thymidine and investigated to determine deprotection yield and the time of irradiation needed for deprotection.

Comments

By the author's request, access to the full text of this document is only available to current students, faculty, and staff of Loyola University Chicago.

Creative Commons License

Creative Commons Attribution-Noncommercial-No Derivative Works 3.0 License
This work is licensed under a Creative Commons Attribution-Noncommercial-No Derivative Works 3.0 License.

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