4-dihydroxyborylphenyl analogues of 1-aminocyclobutanecarboxylic acids

Potential boron neutron capture therapy agents

Rajiv R. Srivastava, Robert R. Singhaus, George Kabalka

Research output: Contribution to journalArticle

40 Citations (Scopus)

Abstract

A series of 4-dihydroxyborylphenyl analogues of an unnatural α-amino acid, 1-aminocyclobutanecarboxylic acid (ACBC), was synthesized. Varying numbers of methylene units were introduced between the 4-boronophenyl and ACBC moieties in order to introduce different degrees of lipophilicity into the molecules. The key step in the syntheses was the preparation of the precursor p-boronophenyl-substituted cyclobutanones which were subsequently converted to the desired amino acids via the Bucherer-Strecker reaction.

Original languageEnglish (US)
Pages (from-to)8495-8500
Number of pages6
JournalJournal of Organic Chemistry
Volume64
Issue number23
DOIs
StatePublished - Nov 12 1999
Externally publishedYes

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Boron
Neutrons
Amino Acids
Molecules
Acids
1-aminocyclobutanecarboxylic acid

All Science Journal Classification (ASJC) codes

  • Organic Chemistry

Cite this

4-dihydroxyborylphenyl analogues of 1-aminocyclobutanecarboxylic acids : Potential boron neutron capture therapy agents. / Srivastava, Rajiv R.; Singhaus, Robert R.; Kabalka, George.

In: Journal of Organic Chemistry, Vol. 64, No. 23, 12.11.1999, p. 8495-8500.

Research output: Contribution to journalArticle

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