56933-10-9Relevant academic research and scientific papers
Preparations and reactions of acylated and partially acylated glycosyl fluorides
Thiem, Joachim,Wiesner, Matthias
, p. 197 - 206 (1993)
Partial acylation of glycosyl fluorides in the galacto (2 and 3) and gluco series (8-10) is readily achieved. Attempts to further alkylate these acyl derivatives failed. Treatment of 2 with Lewis acid, however, provided a facile route to the 1,4-anhydro derivative 5. Lewis acid-mediated glycosylation of 2-acetamido-3,4,6-tri-O-acetyl-α-D-glucopyranosyl fluoride 11 led to the simple glycosides and thioglycosides 12-16. Similarly, in the galacto series (17) an advantageous route to the β-galactosidase inhibitor 19 could be elaborated.
A NOVEL ROUTE TO 1,4-ANHYDRO DERIVATIVES OF β-D-GALACTOPYRANOSE
Bullock, Clive,Hough, Leslie,Richardson, Anthony C.
, p. 131 - 138 (2007/10/02)
Treatment of 1-O-acetyl-4-O-mesyl derivatives of α-D-glucopyranose with sodium azide in N,N-dimethylformamide gave 1,4-anhydro derivatives of β-D-galactopyranose and not the expected 4-azides. 1,4-Anhydro-6-azido-2,3-di-O-benzoyl-6-deoxy-β-D-galactopyrano
