Syntheses of 1-Amino-3-[2-(7-(2-hydroxyethyl)-1,7-dicarba-closo-dodecaboran(12)-1-yl)ethyl] cyclobutanecarboxylic Acid and Its nido-Analogue

Potential BNCT Agents

Rajiv R. Srivastava, George Kabalka

Research output: Contribution to journalArticle

30 Citations (Scopus)

Abstract

The syntheses of unnatural amino acids, 1-amino-3-[2-(7-(2-hydroxyethyl)-1,7-dicarba-closo-dodecaboran(12)-1-yl)ethyl] cyclobutanecarboxylic acid (2) and its nido analog 1-amino-3-[2-(7-(2-hydroxyethyl)-1,7-dicarba-nido-dodecaboran(12)-1-yl)ethyl] cyclobutanecarboxylic acid (3) were achieved. The key steps in the syntheses of 2 and 3 involved the sequential dialkylation of m-carborane and an intramolecular ethoxide ion mediated cage degradation process.

Original languageEnglish (US)
Pages (from-to)8730-8734
Number of pages5
JournalJournal of Organic Chemistry
Volume62
Issue number25
StatePublished - Dec 1 1997

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Acids
Ions
Amino Acids
Degradation

All Science Journal Classification (ASJC) codes

  • Organic Chemistry

Cite this

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abstract = "The syntheses of unnatural amino acids, 1-amino-3-[2-(7-(2-hydroxyethyl)-1,7-dicarba-closo-dodecaboran(12)-1-yl)ethyl] cyclobutanecarboxylic acid (2) and its nido analog 1-amino-3-[2-(7-(2-hydroxyethyl)-1,7-dicarba-nido-dodecaboran(12)-1-yl)ethyl] cyclobutanecarboxylic acid (3) were achieved. The key steps in the syntheses of 2 and 3 involved the sequential dialkylation of m-carborane and an intramolecular ethoxide ion mediated cage degradation process.",
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