Chemoselective per-O-trimethylsilylation and homogeneous N-functionalisation of amino sugars.
نویسندگان
چکیده
A highly efficient CH3CN-promoted hexamethyldisilazane per-O-trimethylsilylation of amino sugars was developed. Its applications in homogenous N-functionalisation and a concise synthesis of glucosamine 6-phosphate are described.
منابع مشابه
Versatile acetylation of carbohydrate substrates with bench-top sulfonic acids and application to one-pot syntheses of peracetylated thioglycosides.
Inexpensive and readily available sulfonic acids, p-toluenesulfonic acid, and sulfuric acid are versatile and efficient catalysts for the peracetylation of a broad spectrum of carbohydrate substrates in good yield and in a practical time frame. Three appealing features in sulfonic acid-catalyzed acetylation of free sugars were explored including (1) suppression of furanosyl acetate formation fo...
متن کاملEffective and chemoselective glycosylations using 2,3-unsaturated sugars.
Glycosyl donors containing a double bond between C2 and C3 were designed by mimicking the reaction mechanism of lysozyme-initiated hydrolysis of mucopolysaccharides. It was found that, under various glycosylation conditions, the reactivities of 2,3-unsaturated glycosyl acetates were significantly higher, while those of the corresponding 2,3-unsaturated-4-keto glycosyl acetates were much lower t...
متن کاملPurification and characterization of canine pepsinogen.
Pepsinogen has been purified from the fundic mucosa of the dog. The preparation is homogeneous by chromatography, amino terminal analysis, ultracentrifugation, electrophoresis on cellulose acetate strips, and disc electrophoresis. Analysis indicates the presence of 352 amino acid residues, at least 12 moles of carbohydrate including some amino sugars, and 1 mole of organic phosphate per mole of...
متن کاملThe Role of Different Sugars, Amino Acids and Few Other Substances in Chemotaxis Directed Motility of Helicobacter Pylori
Objective(s) Motility plays a major role in pathogenicity of Helicobacter pylori, yet there is scarce data regarding its chemotactic behaviour. The present study was designed to investigate the chemotactic responses of local isolates of H. pylori towards various sugars, amino acids, as well as some other chemical substances. Materials and Methods Chemotaxis was assayed by a modified Adler’s...
متن کاملThe Nature, Quantity, and Mode of Attachment of Hexoses in Ichthyocol.
Small amounts of components which react as hexoses are present in highly purified collagens. Grassmann et al. (1) have shown that the hexose units are probably attached to the protein backbone in collagen through a glycosidic linkage. From acid hydrolysates of collagens of a number of species, Gross, Dumsha, and Glazer (2) isolated n-glucose and n-galactose. Certain of the collagens also contai...
متن کاملذخیره در منابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید
ثبت ناماگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید
ورودعنوان ژورنال:
- Chemical communications
دوره 51 1 شماره
صفحات -
تاریخ انتشار 2015