888019-69-0Relevant academic research and scientific papers
Robust preparation of novel imidazo[5,1-b][1,3,4]oxadiazoles
Tran, Tuan P.,Patel, Nandini,Samas, Brian,Schwarz, Jacob B.
supporting information; experimental part, p. 5063 - 5066 (2010/04/04)
Cyclodehydration of amino acid-derived acyl hydrazide amides 2 to the corresponding oxadiazoles was followed by a second dehydration event, smoothly furnishing the novel imidazo[5,1-b][1,3,4]oxadiazole motif 1.
A mild and efficient one pot synthesis of 1,3,4-oxadiazoles from carboxylic acids and acyl hydrazides
Rajapakse, Hemaka A.,Zhu, Hong,Young, Mary Beth,Mott, Bryan T.
, p. 4827 - 4830 (2007/10/03)
A convenient one pot method for the synthesis of 2,5-disubstituted 1,3,4-oxadiazoles from acids and acyl hydrazides is reported. Acid activation with CDI, followed by coupling with the desired acylhydrazide and dehydration in the same pot with Ph3P and CBr4 affords the corresponding 1,3,4-oxadiazoles in good yield. The scope of the acid and acylhydrazide components is presented.
Synthesis and biological activity of novel amino acid-(N'-benzoyl) hydrazide and amino acid-(N'-nicotinoyl) hydrazide derivatives
Khattab, Sherine N.
, p. 1218 - 1228 (2007/10/03)
The coupling reaction of benzoic acid and nicotinic acid hydrazides with N-protected L-amino acids including valine, leucine, phenylalanine, glutamic acid and tyrosine is reported. The target compounds, N-Boc-amino acid-(N'-benzoyl)- and N-Boc-amino acid-(N'-nicotinoyl) hydrazides 5a-5e and 6a-6e were prepared in very high yields and purity using N-[(dimethylamino)-1H- 1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methyl-methanaminium hexafluorophosphate N-oxide (HATU) as coupling reagent. The antimicrobial activity of the Cu and Cd complexes of the designed compounds was tested. The products were deprotected affording the corresponding amino acid-(N'-benzoyl) hydrazide hydrochloride salts (7a-7e) and amino acid-(N'-nicotinoyl) hydrazide hydrochloride salts (8a-8e). These compounds and their Cu and Cd complexes were also tested for their antimicrobial activity. Several compounds showed comparable activity to that of ampicillin against S. aureus and E. coli.
