Publication Date:
2012-01-19
Description:
By a one-pot tandem Ugi multicomponent reaction (MCR)/click reaction sequence not requiring protecting groups, 1 H -1,2,3-triazole-modified Ugi -reaction products 6a – 6n ( Scheme 1 and Table 2 ), 7a – 7b ( Table 4 ), and 8 ( Scheme 2 ) were synthesized successfully. i.e. , terminal, side-chain, or both side-chain and terminal triazole-modified Ugi -reaction products as potential amino acid units for peptide syntheses. Different catalyst systems for the click reaction were examined to find the optimal reaction conditions ( Table 1, Scheme 1 ). Finally, an efficient Ugi MCR+ Ugi MCR/click reaction strategy was elaborated in which two Ugi -reaction products were coupled by a click reaction, thus incorporating the triazole fragment into the center of peptidomimetics ( Scheme 3 ). Thus, the Ugi MCR/click reaction sequence is a convenient and simple approach to different 1 H -1,2,3-triazole-modified amino acid derivatives and peptidomimetics.
Print ISSN:
0018-019X
Electronic ISSN:
1522-2675
Topics:
Chemistry and Pharmacology
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