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The azido acid approach to beta-peptides: parallel synthesis of a tri-beta-peptide library by fluorous tagging.


ABSTRACT: A small tri-beta-peptide library was prepared starting from three enantio- and diastereopure azido acids. Fluorous tagging followed by two cycles of azide reduction, fluorous solid phase extraction (f-SPE), peptide coupling with the original azido acids and f-SPE provided 27 protected azido peptides. Reduction and HPLC purification provided 25 of the 27 targeted tri-beta-peptides in acceptable yields and excellent purities.

SUBMITTER: Wang X 

PROVIDER: S-EPMC2701693 | biostudies-literature | 2007 Jul

REPOSITORIES: biostudies-literature

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The azido acid approach to beta-peptides: parallel synthesis of a tri-beta-peptide library by fluorous tagging.

Wang Xiao X   Nelson Scott G SG   Curran Dennis P DP  

Tetrahedron 20070701 27


A small tri-beta-peptide library was prepared starting from three enantio- and diastereopure azido acids. Fluorous tagging followed by two cycles of azide reduction, fluorous solid phase extraction (f-SPE), peptide coupling with the original azido acids and f-SPE provided 27 protected azido peptides. Reduction and HPLC purification provided 25 of the 27 targeted tri-beta-peptides in acceptable yields and excellent purities. ...[more]

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