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Synthesis of 1,2,4-oxadiazole-linked orthogonally urethane-protected dipeptide mimetics

✍ Scribed by Vommina V. Sureshbabu; Hosahalli P. Hemantha; Shankar A. Naik

Book ID: 104095558
Publisher: Elsevier Science
Year: 2008
Tongue: French
Weight: 184 KB
Volume: 49
Category: Article
ISSN: 0040-4039
DOI: 10.1016/j.tetlet.2008.06.091

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✦ Synopsis

The synthesis of a new class of 1,2,4-oxadiazole-linked orthogonally urethane-protected dipeptide mimetics is described. The protocol employs a reaction between an N-protected amino acyl fluoride and an amino acid-derived amidoxime. All the three commonly employed urethanes have been used in this protocol for N-protection. The course of the reaction was found to be high yielding and all new compounds were well characterized by NMR and mass spectroscopy. The O-acyl amidoxime intermediate has also been isolated as a stable solid.

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