121613-69-2Relevant academic research and scientific papers
Sugar-amino acid cyclic conjugates as novel conformationally constrained hydroxyethylamine transition-state isosteres
Roy, Arup,Sanjayan, Gangadhar J.
, p. 3361 - 3363 (2012/07/28)
Hydroxyethylamine (HEA) isosteres have previously been shown to display a multitude of biomedical applications. In fact, the first protease inhibitor, saquinavir is an HEA based peptidomimetic. Herein we describe an easy-to-operate synthetic route to a series of carbohydrate-based conformationally constrained hydroxyethylamine (HEA) isosteres featuring amino acid side chains, starting from d-glucose. This class of novel sugar-amino acid-tethered conformationally restricted HEA systems may have bearing in practical application, particularly in the development of conformationally restricted protease inhibitors.
Control of regioselectivity in reactions of dialkylstannylene acetals. Part I. A dramatic reversal of regioselectivity in mono-p-toluenesulfonation reactions
Kong, Xianqi,Grindley, T. Bruce
, p. 2396 - 2404 (2007/10/02)
The regioselectivities of p-toluenesulfonation reactions of dialkylstannylene acetals obtained from a number of carbohydrate-derived terminal 1,2-diols in the absence of added nucleophiles have been explored as functions of the carbohydrate structure, the
