(4R)-O¹,O²-isopropylidene-O³-methyl-4-(5-methyl-isoxazol-3-yl)-β-L-threofuranose | 57973-04-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (4R)-O¹,O²-isopropylidene-O³-methyl-4-(5-methyl-isoxazol-3-yl)-β-L-threofuranose
• 英文别名: 3-((3aR)-6c-methoxy-2,2-dimethyl-(3ar,6ac)-tetrahydro-furo[2,3-d][1,3]dioxol-5c-yl)-5-methyl-isoxazole
• CAS: 57973-04-3
• 化学式: C₁₂H₁₇NO₅
• 分子量: 255.271
• InChiKey: FSAGOQFXTGSPLF-LMLFDSFASA-N

反应信息

• 作为产物：
  描述：

  (Z)-6-bromo-O¹,O²-isopropylidene-O³-methyl-α-D-xylo-5,6,8-trideoxy-[7]oct-5-enosul-1,4-ose 生成 (4R)-O¹,O²-isopropylidene-O³-methyl-4-(5-methyl-isoxazol-3-yl)-β-L-threofuranose
  参考文献：
  名称：

  Dérivés C-glycosyliques XXVI. Nouvelles voies d'accès à desC-nucléosides isoxazoliques et thiophéniques Communication préliminaire

  摘要：

  Abstract3‐O‐benzyl (and 3‐O‐methyl)‐1,2‐O‐isopropylidene‐α‐D‐xylo‐dialdo‐1,4‐furanoses treated with bromocyanomethylidene‐ or bromoacylmethylidene‐triphenylphosphoranes gave in good yields the corresponding olefinic sugars. These compounds, which bear three adjacent electrophilic carbon atoms (C(5), C(6), C(7)) constitute useful synthetic intermediates in carbohydrate chemistry. They represent, for example, good starting materials for the preparation of 3‐glycosylisoxazoles, 5‐glycosylisoxazoles and 2‐glycosylthiophenes.

  DOI：

  10.1002/hlca.19750580627