312489-60-4Relevant articles and documents
Expeditious synthesis of tri- and tetrahydroxyazepanes from D-(-)-quinic acid as potent glycosidase inhibitors
Shih, Tzenge-Lien,Yang, Ru-Ying,Li, Shiou-Ting,Chiang, Cheng-Fan,Lin, Chun-Hung
, p. 4258 - 4261 (2008/02/04)
(Chemical Equation Presented) Several new stereoisomers of 3,4,6-trihydroxyazepanes and 7-hydroxymethyl-3,4,5-trihydroxyazepanes as well as known 3,4,5-trihydroxyazepanes were synthesized as potent glycosidase inhibitors from D-(-)-quinic acid in an effic
Chemo-enzymatic synthesis of polyhydroxyazepanes
Andreana, Peter R.,Sanders, Tom,Janczuk, Adam,Warrick, Joshua I.,Wang, Peng George
, p. 6525 - 6528 (2007/10/03)
Galactose oxidase (EC 1.1.3.9, GAO) is an extracellular copper-containing enzyme that utilizes molecular oxygen to convert the C6-primary hydroxyl moiety of D-galactopyranosides to hydrated aldehydes. Subsequent dehydratative coupling with hydroxylamines produces oximes (3a-f), which, when subjected to conditions of hydrogenolysis, give rise to polyhydroxyazepanes (11-17).
Syntheses of sugar-related trihydroxyazepanes from simple carbohydrates and their activities as reversible glycosidase inhibitors
Andersen, Soren M.,Ekhart, Christian,Lundt, Inge,Stuetz, Arnold E.
, p. 22 - 33 (2007/10/03)
Five diastereomeric trideoxy-1,6-iminohexitols were synthesised, and their inhibitory activities were determined against selected glycosidases. For comparison, 1,4,5-trideoxy-1,5-imino-D-lyxo-hexitol, the 4-deoxy derivative of 1-deoxymannojirimicin, was prepared by enzymatic isomerisation of 6-azido-3,6-dideoxy-D-ribo-hexose into the corresponding 2-ulose and subsequent hydrogenation accompanied by intramolecular reductive amination. (C) 2000 Elsevier Science Ltd.