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Combinatorial Synthesis of and High-throughput Protein Release from Polymer Film and Nanoparticle Libraries
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Combinatorial synthesis of aminoglycoside libraries

S J Sucheck1, Y K Shue

  • 1Medicinal Chemistry Division, Optimer Pharmaceuticals Inc, 10130 Sorrento Valley Road, Suite D, San Diego, CA 92121, USA. ssucheck@optimerpharma.com

Current Opinion in Drug Discovery & Development
|December 1, 2001
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...