3-C-(1,2-O-isopropylidene-α-D-xylofuranos-3-yl)-5-phenyl-1,2,4-oxadiazole | 237070-17-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3-C-(1,2-O-isopropylidene-α-D-xylofuranos-3-yl)-5-phenyl-1,2,4-oxadiazole
• 英文别名: (3aR,5R,6S,6aR)-5-(hydroxymethyl)-2,2-dimethyl-6-(5-phenyl-1,2,4-oxadiazol-3-yl)-5,6a-dihydro-3aH-furo[2,3-d][1,3]dioxol-6-ol
• CAS: 237070-17-6
• 化学式: C₁₆H₁₈N₂O₆
• 分子量: 334.329
• InChiKey: DXRVQRQSSQVUBM-WNCDQNTKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  107
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  甲醇 、 3-C-(1,2-O-isopropylidene-α-D-xylofuranos-3-yl)-5-phenyl-1,2,4-oxadiazole 在 盐酸 作用下， 以77%的产率得到3-C-(methyl β-D-xylofuranosid-3-yl)-5-phenyl-1,2,4-oxadiazole
  参考文献：
  名称：

  Synthesis of 3-C-(methyl β-d-xylofuranosid-3-yl)-5-phenyl-1,2,4-oxadiazole

  摘要：

  Nucleophilic addition of KCN to 5-O-benzoyl-1,2-O-isopropylidene-alpha-D-erythro-pentofuranos-3-ulose gave the xylo cyanohydrin stereoselectively. Several xylos-3-yl-1,2,4-oxadiazole derivatives were synthesized from this cyanohydrin and were converted into 3-C-(methyl beta-D-xylofuranosid-3-yl)-5-phenyl-1,2,4-oxadiazole. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(99)00106-8
• 作为产物：
  描述：

  1,2-O-isopropylidene-5-O-benzoyl-3-C-cyano-α-D-xylofuranose 在 吡啶 、 羟胺 、 sodium methylate 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 117.0h， 生成 3-C-(1,2-O-isopropylidene-α-D-xylofuranos-3-yl)-5-phenyl-1,2,4-oxadiazole
  参考文献：
  名称：

  Synthesis of 3-C-(methyl β-d-xylofuranosid-3-yl)-5-phenyl-1,2,4-oxadiazole

  摘要：

  Nucleophilic addition of KCN to 5-O-benzoyl-1,2-O-isopropylidene-alpha-D-erythro-pentofuranos-3-ulose gave the xylo cyanohydrin stereoselectively. Several xylos-3-yl-1,2,4-oxadiazole derivatives were synthesized from this cyanohydrin and were converted into 3-C-(methyl beta-D-xylofuranosid-3-yl)-5-phenyl-1,2,4-oxadiazole. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(99)00106-8