2004
DOI: 10.1590/s0103-50532004000400025
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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

Abstract: descrita. As estruturasedos intermediários e compostos finais foram determinadas a partir dos dados espectroscópicos. A facile and efficient synthesis of 3-aryl-5-[(1S)-t-butyloxycarbonyl-1-amino-(2S)-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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Cited by 10 publications
(2 citation statements)
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“…tert-Butyl(S)-(1-(3-phenyl-1,2,4-oxadiazol-5-yl)ethyl) carbamate (13aa). 30 Obtained following general procedure A as a white solid, mp 82-82.5 C; 30% yield. (B) General procedure for the synthesis of N-protected amino acid-derived amides A solution of the N-Boc-(L)-amino acid (0.5 mmol) and Et 3 N (0.55 mmol) in THF (4.5 mL) was cooled to À15 C (ice-salt bath) under N 2 atmosphere.…”
Section: General Informationmentioning
confidence: 99%
“…tert-Butyl(S)-(1-(3-phenyl-1,2,4-oxadiazol-5-yl)ethyl) carbamate (13aa). 30 Obtained following general procedure A as a white solid, mp 82-82.5 C; 30% yield. (B) General procedure for the synthesis of N-protected amino acid-derived amides A solution of the N-Boc-(L)-amino acid (0.5 mmol) and Et 3 N (0.55 mmol) in THF (4.5 mL) was cooled to À15 C (ice-salt bath) under N 2 atmosphere.…”
Section: General Informationmentioning
confidence: 99%
“…Thompson et al [13] studied a series of PdRe/Al 2 O 3 catalysts prepared using different Pd and Re precursors and impregnation sequences was investigated for catalytic valorization of FFR to bioderived furans at 150°C and 1 atm of H 2 . Furan selectivity was less than 10% over the bimetallic catalysts, as compared to 35 Thus, we focused our study on developing a simple catalytic system over supported noble metals, due to the high stability and activity of Rh-and Pt-supported catalysts, their solubility in alcohols, [16] their capacity to withdraw hydrogen from alcohols, avoiding the use of extremely flammable H 2 gas, and the possibility for mild reaction conditions. [17] Among the non-noble metal-based catalysts, Ni-based catalysts are the most practical choice due to their high catalytic activity and low cost and abundance, [18] but its poor resistant to deactivation is well known.…”
Section: Introductionmentioning
confidence: 99%