1384344-98-2Relevant academic research and scientific papers
Thioacetic acid/NaSH-mediated synthesis of N -protected amino thioacids and their utility in peptide synthesis
Mali, Sachitanand M.,Gopi, Hosahudya N.
, p. 2377 - 2383 (2014/04/17)
Thioacids are recently gaining momentum due to their versatile reactivity. The reactivity of thioacids has been widely explored in the selective amide/peptide bond formation. Thioacids are generally synthesized from the reaction between activated carboxylic acids such as acid chlorides, active esters, etc., and Na2S, H2S, or NaSH. We sought to investigate whether the versatile reactivity of the thioacids can be tuned for the conversion of carboxylic acids into corresponding thioacids in the presence of NaSH. Herein, we report that thioacetic acid- and NaSH-mediated synthesis of N-protected amino thioacids from the corresponding N-protected amino acids, oxidative dimerization of thioacids, crystal conformations of thioacid oxidative dimers, and the utility of thioacids and oxidative dimers in peptide synthesis. Our results suggest that peptides can be synthesized without using standard coupling agents.
Copper(ii) mediated facile and ultra fast peptide synthesis in methanol
Mali, Sachitanand M.,Jadhav, Sandip V.,Gopi, Hosahudya N.
supporting information; experimental part, p. 7085 - 7087 (2012/08/14)
A novel, ultrafast, mild and scalable amide bond formation strategy in methanol using simple thioacids and amines is described. The mechanism suggests that the coupling reactions are initially mediated by CuSO4· 5H2O and subsequently catalyzed by in situ generated copper sulfide. The pure peptides were isolated in satisfactory yields in less than 5 minutes. The Royal Society of Chemistry 2012.
