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The 2- ethoxycarbonyl amino-protecting group Use in the solid-phase synthesis of pyrrole-imidazole polyamides



The 2- ethoxycarbonyl amino-protecting group Use in the solid-phase synthesis of pyrrole-imidazole polyamides



Tetrahedron Letters 44(8): 1607-1610, 17 February



The development of the 2-(4-trifluoromethylphenylsulfonyl)ethoxycarbonyl (Tsc) function, a novel base-sensitive amino-protecting group, and its application to the preparation of DNA-binding polyamides are described. Pyrrole-imidazole polyamides were synthesized by an efficient solid-phase method under conditions compatible with Fmoc chemistry using two Tsc-protected amino acids, Tsc-Py-OH 1a and Tsc-Im-OH 1b.

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