New methods and reagents in organic synthesis. 67. A general synthesis of derivatives of optically pure 2-(1-aminoalkyl) thiazole-4-carboxylic acids
Y Hamada, M Shibata, T Sugiura, S Kato…
Index: Hamada, Yasumasa; Shibata, Makoto; Sugiura, Tsuneyuki; Kato, Shinji; Shioiri, Takayuki Journal of Organic Chemistry, 1987 , vol. 52, # 7 p. 1252 - 1255
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Citation Number: 211
Abstract
Preparations of 24 l-aminoalkyl) thiazole-4-carboxylic acids (thiazole amino acids), important constituents of a series of cytotoxic cyclic peptides from marine organisms, have been conveniently and efficiently achieved as their N-and C-protected derivatives 6 from N- Boc or N-2 cr-amino acids 1 in five steps. Esterification of 1 with methyl iodide followed by reduction with lithium chloride “borohydride afforded N-protected amino alcohols 3. ...
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