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Optimization of the Ugi Reaction Using Parallel Synthesis and Automated Liquid Handling
08:24

Optimization of the Ugi Reaction Using Parallel Synthesis and Automated Liquid Handling

Published on: November 11, 2008

Synthesis of novel Gn-RH analogues using Ugi-4MCR

Armin Arabanian1, Mahdieh Mohammadnejad, Saeed Balalaie

  • 1Peptide Chemistry Research Group, K. N. Toosi University of Technology, PO Box 15875-4416, Tehran, Iran.

Bioorganic & Medicinal Chemistry Letters
|December 24, 2008
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...