Synthesis of new 1,2,4-oxadiazoles carrying (1'S,2'S)-t-butyloxycarbonyl-1-amino-2- methyl-1-butyl and (1'S)-t-butyloxycarbonyl-1'-amino-1'-ethyl groups at C-5

Synthesis of new 1,2,4-oxadiazoles carrying (1'S,2'S)-t-butyloxycarbonyl-1-amino-2- methyl-1-butyl and (1'S)-t-butyloxycarbonyl-1'-amino-1'-ethyl groups at C-5

A facile and efficient synthesis of 3-aryl-5-[(1S)-t-butyloxycarbonyl-1-amino-(2 S)-methyl-1-butyl)]-1,2,4-oxadiazoles 4a-f and 3-phenyl-5-[(1S)-t-butyloxycarbonyl-1-amino-1-ethyl]-1,2,4 -oxadiazole 6 starting from arylamidoximes, N-t-Boc-L-isoleucine and N-t- Boc-L-alanine is decribed. The structures of the intermediates and final compounds have been deduced from spectroscopic data.

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Bibliographic Details
Main Authors: Braga,Vanildo Martins L., Melo,Sebastião J. de, Srivastava,Rajendra M., Falcão,Emerson Peter da S.
Format: Digital revista
Language:English
Published: Sociedade Brasileira de Química 2004
Online Access:http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532004000400025
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Summary:A facile and efficient synthesis of 3-aryl-5-[(1S)-t-butyloxycarbonyl-1-amino-(2 S)-methyl-1-butyl)]-1,2,4-oxadiazoles 4a-f and 3-phenyl-5-[(1S)-t-butyloxycarbonyl-1-amino-1-ethyl]-1,2,4 -oxadiazole 6 starting from arylamidoximes, N-t-Boc-L-isoleucine and N-t- Boc-L-alanine is decribed. The structures of the intermediates and final compounds have been deduced from spectroscopic data.

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