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Solid phase synthesis of 'head-to-tail' cyclic peptides using a sulfonamide 'safety-catch' linker: The cleavage by cyclization approach

Yang, L.; Morriello, G.

Tetrahedron Letters 40(47): 8197-8200

1999


ISSN/ISBN: 0040-4039
DOI: 10.1016/s0040-4039(99)01701-3
Accession: 011373926

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A new approach to the synthesis of cyclic peptides using Kenner's 'safety-catch' sulfonamide linker is described. After the linear peptide is assembled by Fmoc peptide synthesis, trityl is adopted as a temporary protecting group for the N-terminus amine while activating the acyl sulfonamide linker. Head-to-tail cyclization-cleavage of the amine to the acyl sulfonamide ensured final product purity.

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