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Updated: Jun 2, 2026

Synthesis of Information-bearing Peptoids and their Sequence-directed Dynamic Covalent Self-assembly
Published on: February 6, 2020
Synthesis of optically active dodecaborate-containing L-amino acids for BNCT
Shintaro Kusaka1, Yoshihide Hattori, Kouki Uehara
1Department of Bioscience and Informatics, Graduate School of Life and Environmental Sciences, Osaka Prefecture University, Nakaku, Sakai, Japan.
Abstract:
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-α-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.
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