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Synlett 2000; 2000(12): 1753-1756
DOI: 10.1055/s-2000-8677
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The (2-Phenyl-2-trimethylsilyl)ethoxycarbonyl (Psoc) Group - A Novel Amino Protecting Group

Michael Wagner* , Sebastian Heiner, Horst Kunz
  • *Institut für Organische Chemie der Universität Mainz, Duisbergweg 10-14, 55099 Mainz, Germany; Fax +49 6131 3 92 48 76; E-mail: hokunz§mail.uni-mainz.de
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Publication Date:
31 December 2000 (online)

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A novel silicon containing protecting group has been developed based on the known 2-(trimethylsilyl)ethyl system. The new protecting group is cleaved under very mild conditions by treatment with tetra-n-butylammonium fluoride in CH2Cl2 much more rapidly than the 2-(trimethylsilyl)ethoxycarbonyl group, leading to less side reactions.

amino protecting groups - peptide synthesis - fluoride-induced elimination - tetra-n-butylammonium fluoride

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