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Title: Highly efficient synthesis of DNA-binding hairpin polyamides via the use of a new triphosgene coupling strategy.
Authors: Su, W
Gray, SJ
Dondi, R
Burley, GA
First Published: 3-Sep-2009
Citation: ORG LETT, 2009, 11 (17), pp. 3910-3913
Abstract: A facile and highly efficient solid phase synthesis method is reported for the preparation of hairpin DNA-binding polyamides using the cost-effective triphosgene (BTC) activating agent. Difficult polyamide sequences were prepared from N-methylimidazole (Im) and N-methylpyrrole (Py) building blocks with high stepwise yields (>98%) using Boc chemistry. The versatility of the triphosgene coupling approach was also demonstrated for the first time on aryl hydrazine resins to afford biomedically relevant tail-truncated polyamides in excellent isolated yields.
DOI Link: 10.1021/ol9015139
eISSN: 1523-7052
Type: Journal Article
Appears in Collections:Published Articles, Dept. of Chemistry

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