53269-94-6

Downstream Products

• 171492-27-6 (3S,4R)-dihydroxy-(2R)-(triphenylmethoxymethyl)tetrahydropyran 
• 1443743-45-0 C₃₉H₆₁O₉PSi 
• 1443743-60-9 C₃₉H₆₃O₉PSi 
• 1443743-59-6 C₄₅H₇₇O₉PSi₂ 
• 1443743-55-2 C₄₄H₇₅NO₇Si₂ 
• 1443743-47-2 C₂₆H₃₈O₅Si 
• 1443743-53-0 C₂₇H₄₀O₄Si 
• 1443743-52-9 C₂₁H₂₅IO₄ 
• 1443743-51-8 C₂₁H₂₄O₅ 
• 203862-58-2 1,5-anhydro-2-deoxy-4,6-O-p-methoxybenzylidene-D-arabino-hexitol 
• 1374115-49-7 (4R,5S)-4-(benzyloxy)-1,7-dioxaspiro[4.4]nonan-8-one 

Relevant academic research and scientific papers

Synthesis and reactivity of halogenated 1,2,4-triazole nucleoside analogues with high potential for chemical modifications

1,2,4-Triazole nucleoside analogues bonded at N-1 of the base were synthesized by addition of N-halo-3,5-dibromo-1,2,4-triazoles to 1,2-unsaturated carbohydrate derivatives (glycals). Examples are given for 1,5-anhydro-3,4,6- tri-O-acetyl-2-deoxy-D-arabino-hex-1-enitol (tri-O-acetyl-D-glucal), and 1,5-anhydro-3,4,6-tri-O-benzyl-2-deoxy-D-arabino-hex-1-enitol (tri-O-benzyl-D-glucal), respectively. The graduated reactivity of the three halogens [C-5 (triazole) > C-2 (sugar) > C-3 (triazole)] in the addition products allows subsequent regioselective replacement and deprotection reactions like hydrodehalogenations, nucleophilic substitutions (by methoxide, hydrazine, benzylamine, thiophenolate), deacetylations, and debenzylations, respectively. Thus, the paper opens a new synthetic approach to triazole nucleoside analogues of 2-deoxy-sugars. X-ray analyses support the structures of nine products. Georg Thieme Verlag Stuttgart.