20398-80-5Relevant articles and documents
Investigation of the moffatt#swern oxidation in a continuous flow microreactor system
Van Der Linden, Jacobus J. M.,Hilberink, Peter W.,Kronenburg, Claudia M. P.,Kemperman, Gerardus J.
, p. 911 - 920 (2008)
The Moffatt-Swern oxidation of different alcohols is performed in a continuous flow microreactor system. The microreactor process offers significant advantages over the batch process. First, because of the small reactor volume, accumulation of the labile trifluoroacetoxydimethylsulfonium salt (3) and alkoxydimethylsulfonium salt (5) is minimized. Second, because of the short residence times, which can be applied in the microreactor, the exothermic Pummerer rearrangement of the unstable intermediate 3 is limited. Because of this, the process can be operated at remarkably high temperatures in comparison with a batch reaction, viz. 0-20°C instead of -70°C. In the present study, a continuous flow microreactor system was optimized using reactors of different volumes allowing modulation of the residence times of labile intermediates. The efficiency of mixing was studied using different mixing devices. It has been shown that the continuous flow microreactor is an ideal tool for rapid optimization of reaction parameters. Furthermore, the scaleability and reliability of the microreactor was tested by running the system for several hours. For testosterone, the system was in process for 1.5 h without any problems, resulting in an 4-androstene-3,17-dione production rate of 64 g·h-1.
Synthesis of glycosylated-β(1-4)-amino(methoxy) and -oxyamino carbohydrate analogues
Renaudet, Olivier,Dumy, Pascal
, p. 2127 - 2135 (2007/10/03)
The synthesis of new oligosaccharides containing nitrogen or oxygen-nitrogen in interglycosidic linkage is described. Several modified β-N- and β-O-N linked disaccharides with glucose or galactose as reducing unit such as lactose or cellobiose analogues have been prepared stereoselectively using two different methods. All these compounds were fully characterised by one and two dimensional NMR studies, mass spectroscopy and the crystallographic structure of Gal-β-N-(1,4)-Gal derivative 10 was obtained. These type of structural modifications of oligosaccharides could be useful for study of various biochemical processes.