Synthesis of a Potential Boron Neutron Capture Therapy Agent: 1-Aminocyclobutane-1-carboxylic Acid Bearing a Butylboronic Acid Side Chain

George W. Kabalka; Min-Liang Yao

doi:10.1055/s-2003-42479

SPECIALTOPIC

Synthesis of a Potential Boron Neutron Capture Therapy Agent: 1-Aminocyclobutane-1-carboxylic Acid Bearing a Butylboronic Acid Side Chain

George W. Kabalka*, Min-Liang Yao
Departments of Chemistry and Radiology, The University of Tennessee, Knoxville, TN 37996-1600, USA
Fax: +1(865)9742997; e-Mail: kabalka@utk.edu;

Abstract

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Abstract

A novel boronated aminocyclobutanecarboxylic acid was synthesized for potential use in neutron capture therapy. The synthesis involves the preparation of tosylate 5, which was then converted to an amino acid using Bucherer-Strecker methodology. The molecule was modeled after the unnatural amino acid, 1-aminocyclobutane-1-carboxylic acid, which has shown high uptake in brain tumors.

Key Words

amino acids - neutron capture therapy - boronic acid - synthesis - cyclobutanecarboxylic acid

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References

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