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Solid Phase Synthesis of a Functionalized Bis-Peptide Using "Safety Catch" Methodology
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Solid Phase Synthesis of a Functionalized Bis-Peptide Using "Safety Catch" Methodology

Published on: May 15, 2012

Synthesis and solid-phase application of suitably protected gamma-hydroxyvaline building blocks

Mare Cudic1, Frank Marí, Gregg B Fields

  • 1Department of Chemistry and Biochemistry, Florida Atlantic University, Boca Raton, FL 33431, USA.

Advances in Experimental Medicine and Biology
|April 30, 2009
PubMed
Summary

No abstract available in PubMed .

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Preparation of 1° Amines: Gabriel Synthesis01:28

Preparation of 1° Amines: Gabriel Synthesis

Direct alkylation is not a suitable method for synthesizing amines because it produces polyalkylated products. Gabriel synthesis is the most preferred method to exclusively make primary amines. The method uses phthalimide, which contains a protected form of nitrogen that participates in alkylation only once to predominantly give primary amines.
Strong bases like NaOH or KOH deprotonate the phthalimide to form the corresponding anion, which acts as a nucleophile. Further, the anion attacks an...