Synthesis of chitobioses with different N-protecting groups

Diploma Thesis from the year 2007 in the subject Chemistry - Organic Chemistry, grade: 2,1, University of Potsdam, 45 entries in the bibliography, language: English, abstract: The use of four different N-protected derivatives of 2-amino-2-deoxy-Dglucose as donors and acceptors in glycosylation reactions were described in this work. It was formed the N-benzyloxycarbonyl (Cbz), N-pnitrobenzyloxycarbonyl (PNZ), N-phthalimido (Phth) and Ntetrachlorophthalimido (TCP) protecting glycosides. These were transformed into trichloroacetimidates as glycosyl donors. With the same N-protecting groups were syntheses also the 4-O-unprotected glycosyl acceptors in a one-pot reaction. The glycosylation reactions were performed in the presence of BF3·Et3O as the catalyst. The reactions with the chosen donors and acceptors furnished b(1-4)- linked disaccharides in good yields.[...]