81058-32-4Relevant academic research and scientific papers
Synthesis and in vitro antitumor activity of some amino-deoxy 7-hexofuranosylpyrrolo[2,3-d] pyrimidines
Huang, Bao-Guo,Bobek, Miroslav
, p. 319 - 328 (2007/10/03)
7-(6-amino-6-deoxy-β-D-glucofuranosyl)-5-cyanopyrrolo[2,3-d]pyrimidine (22) and 7-(3-aminomethyl-3-deoxy-β-D-allofuranosyl)-5-cyanpyrrolo[2,3-d]pyrimidine (28) were synthesized by sequentially coupling silylated 4-amino-6-bromo-5-cyanopyrrolo[2,3-d]pyrimidine with the corresponding protected sugars 9 and 17, followed by deblocking and catalytic hydrogenation. Conversion of the 5-nitrile in 22 and 28 into a carboxamide gave the corresponding sangivamycin derivatives 23 and 29. Whereas 5'-aminomethyl nucleosides 22 and 23 inhibited the growth of four different human tumor cell lines at μM concentrations, the 3'-aminomethyl analogs 28 and 29 were much less active against these cells.
Di- and Polyamino Sugar, XXVII. - Syntheses of Derivatives of 4,6-Diamino-4,6-dideoxy-D-glucose, 4,6-Diamino-4,6-dideoxy-D-gulose, 3,4,6-Triamino-3,4,6-trideoxy-D-allose, and 3,4,6-Triamino-3,4,6-trideoxy-D-galactose
Meyer, Wolfgang zu Reckendorf,Spohr, Ulrike
, p. 137 - 149 (2007/10/02)
Syntheses and reactions of the epimeric epoxy-sugars 7 and 23 are described.Stereoselective opening of 7 with sodium azide yielded 8 which was transformed into the triazide 14 via the triflate 11.The reducing sugars 13 and 16 were prepared from 8 and 14.W
