Synthesis of boronated 1-aminocyclobutanecarboxylic acids : sources of potential Boron Neutron Capture Therapy Agents

Author

Robert R. Singhaus

Date of Award

8-1999

Degree Type

Thesis

Degree Name

Master of Science

Major

Chemistry

Major Professor

George W. Kabalka

Abstract

The syntheses of several boronated 1-amino cyclobutanecarboxylic acids (ACBC) were achieved. These compounds were synthesized as potential Boron Neutron CaptureTherapy (BNCT) Agents. The first derivative synthesized was w-carboranyl ACBC.This compound failed to show the desirable properties that a BNCT agent must have.This led the investigator to explore another group of compounds. The second set of derivatives synthesized was a series of 4-dihydroxyborylphenyl analogs of 1-aminocyclobutanecarboxylic acid. The number of carbon spacers (as methylene units)was varied between the cyclobutane ring and the aromatic ring to introduce different degrees of lipophilicily into the molecule. Fom compounds with 0,2,3 and 7 methylene spacers were synthesized and are awaiting evaluation as Boron Neutron Capture Therapy Agents.

Recommended Citation

Singhaus, Robert R., "Synthesis of boronated 1-aminocyclobutanecarboxylic acids : sources of potential Boron Neutron Capture Therapy Agents. " Master's Thesis, University of Tennessee, 1999.
https://trace.tennessee.edu/utk_gradthes/10022