65371-17-7Relevant academic research and scientific papers
Di- and Polyamino Sugars, XXVI. - Syntheses of Derivatives of 3,6-Diamino-3,6-dideoxy-D-galactose, 3,4,6-Triamino-3,4,6-trideoxy-D-galactose and 3,4,6-Triamino-3,4,6-trideoxy-D-glucose
Meyer zu Reckendorf, Wolfgang,Spohr, Ulrike
, p. 1982 - 1993 (2007/10/02)
The syntheses of the title compounds were accomplished by single or twofold inversion of the configuration at C-4 of 3,6-diazido-3,6-dideoxy-1,2-O-isopropylidene-α-D-glucopyranose (6). - The oxidation of 6 to the ketone 18 and subsequent reduction with sodium tetrahydroborate were examined. 18 was easily transformed into the C-3 epimeric ribo-ulose 19. 18 and 19 yielded the enol acetate 20.The reduction of 18 afforded an epimeric mixture of 6 (gluco) and 11 (galacto) while 19 and 20 were stereoselectively reduced to form the allo isomer 22.
