325794-24-9

Upstream product

• 57099-04-4 3-O-benzyl-1,2-O-isopropylidene-α-D-allofuranose 

Downstream Products

• 325794-32-9 (R)-1-((3aR,5R,6R,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-2-(2-trimethylsilanyl-[1,3]dithian-2-yl)-ethanol 
• 325794-35-2 (R)-3-((3aR,5R,6R,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-3-hydroxy-1-trimethylsilanyl-propan-1-one 
• 325794-28-3 3-O-benzyl-1,2-O-isopropylidene-α-D-allofuranose, 5,6-cyclic sulfate 

Relevant academic research and scientific papers

Synthesis of a pseudodisaccharide α-C-glycosidically linked to an 8-alkylated guanine

The synthesis of stable guanofosfocin analogues has attracted considerable attention in the past 15 years. Several guanofosfocin analogues mimicking the three constitutional elements of mannose, ribose, and guanine were designed and synthesized. Interest in ether-linked pseudodisaccharides and 8-alkylated guanines is increasing, due to their potential applications in life science. In this article, a novel guanofosfocin analogue 6, an ether-linked pseudodisaccharide connected α-C-glycosidically to an 8-alkylated guanine, was synthesized in a 10-longest linear step sequence from known diol 13, resulting in an overall yield of 26%. The key steps involve the ring-opening of cyclic sulfate 8 by alkoxide generated from 7 and a reductive cyclization of 4-N-acyl-2,4-diamino-5- nitrosopyrimidine 19 to form compound 6.

Synthesis of 3-trialkylsilyl pyrazoles from β-oxo acylsilanes

The synthesis of β-oxo acylsilanes via cyclic sulfates is described and applied to carbohydrates. These compounds are used for the synthesis of new silylated pyrazoles linked to a carbohydrate moiety by the addition of hydrazines. The regiochemistry of the reaction was determined by NMR analyses (1H/13C and 1H/15N correlations). (C) 2000 Elsevier Science Ltd.