79228-85-6Relevant articles and documents
Stereoselectivity of Conformationally Restricted Glucosazide Donors
Van der Vorm, Stefan,Overkleeft, Herman S.,Van der Marel, Gijsbert A.,Codée, Jeroen D. C.
, p. 4793 - 4811 (2017/05/12)
Glycosylations of 4,6-tethered glucosazide donors with a panel of model acceptors revealed the effect of acceptor nucleophilicity on the stereoselectivity of these donors. The differences in reactivity among the donors were evaluated in competitive glycosylation reactions, and their relative reactivities were found to be reflected in the stereoselectivity in glycosylations with a set of fluorinated alcohols as well as carbohydrate acceptors. We found that the 2-azido-2-deoxy moiety is more β-directing than its C-2-O-benzyl counterpart, as a consequence of increased destabilization of anomeric charge development by the electron-withdrawing azide. Additional disarming groups further decreased the α-selectivity of the studied donors, whereas substitution of the 4,6-benzylidene acetal with a 4,6-di-tert-butyl silylidene led to a slight increase in α-selectivity. The C-2-dinitropyridone group was also explored as an alternative for the nonparticipating azide group, but this protecting group significantly increased β-selectivity. All studied donors exhibited the same acceptor-dependent selectivity trend, and good α-selectivity could be obtained with the weakest acceptors and most reactive donors.
CARBONYL COMPOUNDS
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Page/Page column 113, (2008/06/13)
The invention relates to the novel compounds of formula (I), wherein D, E, G, W, X, Y, T, R and R are defined as in claim 1. The inventive compounds inhibit coagulation factor Xa and can be used in the prophylaxis and/or therapy of thrombo-embolic diseases and for treating tumors.
3,5-DINITRO-1-(4-NITROPHENYL)-4-PYRIDONE, A NOVEL AND CONVENIENT PROTECTING REAGENT FOR PRIMARY AMINES.
Matsumura,Kobayashi,Nishikawa,Ariga,Tohda,Kawashima
, p. 1961 - 1965 (2007/10/02)
Crystalline derivatives of the following L-amino acids modified by 2,5-dinitro-4-pyridone have been prepared: glycine, alanine, valine, leucine, isoleucine, phenylalanine, serine, threonine, tyrosine, aspartic acid, asparagine, glutamic acid, glutamine, tryptophan, histidine, arginine, methionine and lysine. The modified L-amino acids (DNPY-L-amino acids) could be purified by recrystallization and were characterized by **1H-NMR, IR and UV spectral data. The molar rotation of the DNPY-L-amino acids varied from 2 to 100 times those of the parent amino acids. The effectiveness of 3,5-dinitro-1-(4-nitrophenyl)-4-pyridone as an amino-protecting reagent of L-amino acids is described.