207683-07-6

Upstream product

• 176895-45-7 1-(4,6-O-benzylidene-3-deoxy-3-nitro-β-D-glucopyranosyl)uracil 
• 108-24-7 acetic anhydride 

Downstream Products

• 176755-64-9 1-((2R,4aR,6R,7R,8R,8aS)-8-Nitro-2-phenyl-7-pyrrolidin-1-yl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl)-1H-pyrimidine-2,4-dione 
• 176755-62-7 1-((2R,4aR,6R,7R,8R,8aS)-8-Nitro-2-phenyl-7-piperidin-1-yl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl)-1H-pyrimidine-2,4-dione 
• 176755-63-8 1-(4,6-O-benzylidene-2,3-dideoxy-2-morpholino-3-nitro-β-D-glucopyranosyl)uracil 
• 176755-61-6 1-(2-benzylamino-4,6-O-benzylidene-2,3-dideoxy-3-nitro-β-D-glucopyranosyl)uracil 

Relevant academic research and scientific papers

Stereoselective reactions of 1-(4,6-O-benzylidene-2,3-didehydro-2,3-dideoxy-3-nitro-β-D-hexopyranosyl) uracil with some nucleophiles

Michael addition of benzylamine, piperidine, morpholine, pyrrolidine, cyclohexylamine, allylamine and dimethylmalonate to the nitroolefin (5) generated in situ from 1-(4,6-O-benzylidene-3-deoxy-3-nitro-β-D-glucopyranosyl)uracil (4b) gave the corresponding 2-(substituted-amino)-3-deoxy-3-nitro-β-D-glucopyranosides (6a-f and 6h). Reaction of 4b with N,N′-carbonyldiimidazole directly gave 6g. Compound 4b was converted into the 2-deoxy analogue (8), which was reduced to the 3-amino (9) and 3-hydroxylamino analogue (10). The crystal structure of 5′-amino-5′-deoxyadenosine (5′-Am.dA) p-toluenesulfonate has been determined by X-ray crystallographic methods. It belongs to the orthorhombic space group P212121 with a=7.754(3)A, b=8.065(1)A and c=32.481(2)A. This nucleoside shows a syn conformation about the glycosyl bond and C2′-endo-C3′-exo puckering for the ribose sugar. The orientation of N5′ atom is gauche-trans about the exocyclic C4′-C5′ bond. The amino nitrogen N5′ forms a trifurcated hydrogen bond with N3, O9T and O4′ atoms. Adenine bases form A.A.A triplets through hydrogen bonding between N6, N7 and N1 atoms of symmetry related nucleoside molecules.