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Solid-phase synthesis of N,N′-unsymmetrically substituted ureas: application to the synthesis of carbaza peptides

✍ Scribed by David Limal; Vincent Semetey; Pascal Dalbon; Michel Jolivet; Jean-Paul Briand

Publisher: Elsevier Science
Year: 1999
Tongue: French
Weight: 273 KB
Volume: 40
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(99)00288-9

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✦ Synopsis

The synthesis of Boc-or Fmoc-monoprotected propylenediamine derivatives is reported starting from N-protected a-amino acids.

The introduction of these building blocks on solid support via the formation of a urea moiety leads to a new pseudopeptide family (Ca-CHe-CH~-Na(R)-CO-NH-Ca). Two carbonylating reagents, i.e N,N'-carbonyldiimidazole and triphosgene, as well as different coupling procedures, have been tested to optimize the Boc and Fmoc solid-phase synthesis of a model peptide incorporating this

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