The design and synthesis of novel pyridine-modified carbohybrids for biological application / Sarah Rae Friedrich.

Format:

Book

Thesis/Dissertation

Author/Creator:

Friedrich, Sarah Rae, author.

Language:

English

Subjects (All):

Penn dissertations--Chemistry.

Chemistry--Penn dissertations.

Local Subjects:

Penn dissertations--Chemistry.

Chemistry--Penn dissertations.

Physical Description:

vii, 46 leaves : illustrations ; 29 cm

Production:

[Philadelphia, Pennsylvania] : University of Pennsylvania, 1999.

Summary:

This thesis describes the efforts to synthesize pyridyl derivatives of a novel scaffold which is designed to have the properties of a privileged platform. Chapter one briefly describes background which led to the design of a new scaffold. Upon fusion of a β-D-glucose scaffold with benzodiazepine scaffold, compound 1 was generated. In order to increase solubility as well as incorporate a hydrogen acceptor/donor, an aromatic ring nitrogen was incorporated. The four isomeric pyridine analogs (-)-2, (-)-3, 4, 5 can in principle be generated. Chapter two discusses the synthesis of Scaffolds (-)-2 and (-)-3, which were prepared in 11 steps. Scaffolds 4 and 5 can be synthesized via an alternative approach; progress toward this route will also be described.

Notes:

Includes bibliographical references (leaves 6-8).

MPhil University of Pennsylvania 1999

Department: Chemistry

Advisor: Dr. Ralph Hirschmann.

Advisor: Dr. Amos B. Smith, III.

OCLC:

1528197353