Journal
APPLIED RADIATION AND ISOTOPES
Volume 69, Issue 12, Pages 1768-1770Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.apradiso.2011.03.042
Keywords
Boron cluster containing L-alpha-amino acid; Dodecaboratethio-L-amino acid; New boron amino acid for BNCT
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A convenient and simple synthetic method of dodecaboratethio-L-amino acid, a new class of tumor-seeking boron carrier for BNCT, was accomplished from S-cyanoethylthioundecahydro-closo-dodecaborate (S-cyanoethyl-(10)BSH, [(10)B(12)H(11)](2-)SCH(2)CH(2)CN) and bromo-L-alpha-amino acids by nearly one step S-alkylation. An improved synthesis of S-cyanoethyl-(10)BSH, a key starting compound for S-alkylation, was also performed by Michael addition of (10)BSH with acryronitrile in high yield. Four kinds of new dodecaboratethio-L-amino acids were obtained in optically pure form without the need for any optical resolution. (C) 2011 Elsevier Ltd. All rights reserved.
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