221539-54-4Relevant academic research and scientific papers
Catalytic Staudinger/aza-Wittig sequence by in situ phosphane oxide reduction
Van Kalkeren, Henri A.,Te Grotenhuis, Colet,Haasjes, Frank S.,Hommersom,Rutjes, Floris P. J. T.,Van Delft, Floris L.
, p. 7059 - 7066 (2013/11/06)
A Staudinger/aza-Wittig reaction sequence is described that is catalytic in phosphorus. Towards this end, the phosphane oxide is reduced in situ by diphenylsilane, which allows for substoichiometric amounts of the catalyst 5-phenyldibenzophosphole to be used. The substrate scope is investigated and benzoxazoles, benzodiazepine imidates and a 2-methoxypyrrole were successfully synthesized. These investigations show that a fast aza-Wittig reaction is required to obtain high yields. A catalytic Staudinger/aza-Wittig reaction sequence, involving in situ phosphane oxide reduction, was successfully developed. Benzoxazoles, benzodiazepine imidates and 2-methoxypyrrole were synthesized without phosphane oxide waste products. Copyright
Achieving improved permeability by hydrogen bond donor modulation in a series of MGAT2 inhibitors
Scott, James S.,Berry, David J.,Brown, Hayley S.,Buckett, Linda,Clarke, David S.,Goldberg, Kristin,Hudson, Julian A.,Leach, Andrew G.,Macfaul, Philip A.,Raubo, Piotr,Robb, Graeme
supporting information, p. 1305 - 1311 (2013/09/12)
Monoacylglycerolacetyltransferase-2 (MGAT2) is a potential target for the treatment of type II diabetes. We report here the optimisation of a series of MGAT2 inhibitors with regard to their potency and permeability. Improvements in permeability, as measured by increased flux in a Caco-2 assay, were achieved through substitution at the 9-position of the core. We propose that reduction of the NH hydrogen-bond donor strength was primarily responsible for these effects. The Royal Society of Chemistry.
Carboxamide versus sulfonamide in peptide backbone folding: A case study with a hetero foldamer
Ramesh, Veera V. E.,Kale, Sangram S.,Kotmale, Amol S.,Gawade, Rupesh L.,Puranik, Vedavati G.,Rajamohanan,Sanjayan, Gangadhar J.
, p. 1504 - 1507 (2013/06/27)
Strikingly dissimilar hydrogen-bonding patterns have been observed for two sets of closely similar hetero foldamers containing carboxamide and sulfonamides at regular intervals. Although both foldamers maintain conformational ordering, the hydrogen-bondin
