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Synlett 2009(8): 1233-1236
DOI: 10.1055/s-0028-1088128
DOI: 10.1055/s-0028-1088128
LETTER
© Georg Thieme Verlag
Stuttgart ˙ New York
Use of ‘Click Chemistry’ for the Synthesis of Tetrazole-Containing Analogues of the Neuroprotective Agent Glycyl-l-prolyl-l-glutamic Acid
Further Information
Received
11 February 2009
Publication Date:
08 April 2009 (online)
Publication History
Publication Date:
08 April 2009 (online)
Abstract
Tetrazole-containing analogues of glycyl-l-prolyl-l-glutamic acid (GPE) were prepared by coupling of Cbz-glycyl-l-proline with tetrazole-containing glutamic acids followed by hydrogenation of the resultant tripeptide. Synthesis of the tetrazole-containing glutamic acids involved 1,3-dipolar cycloaddition of sodium azide to nitrile derivatives of the corresponding glutamic acids.
Key words
GPE - 1,3-dipolar cycloaddition - tetrazole - TMSI - BoPCl
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