(1S,2S,3R,5S)-4-O-benzylhydroxylamino-5-iodo-2,3-O-isopropylidene-1,2-cyclopentanediol | 194220-50-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (1S,2S,3R,5S)-4-O-benzylhydroxylamino-5-iodo-2,3-O-isopropylidene-1,2-cyclopentanediol
• CAS: 194220-50-3
• 化学式: C₁₅H₂₀INO₃
• 分子量: 389.233
• InChiKey: VILADCBJAUBSJF-DGAVXFQQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  20.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  39.72
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (1S,2S,3R,5S)-4-O-benzylhydroxylamino-5-iodo-2,3-O-isopropylidene-1,2-cyclopentanediol 在 偶氮二异丁腈 、 三正丁基氢锡 作用下， 以 甲苯 为溶剂， 反应 3.5h， 以46%的产率得到(1R,2S,3R)-3-O-benzylhydroxylamino-1,2-O-isopropylidene-1,2-cyclopentanediol
  参考文献：
  名称：

  Synthesis and transformations of (1R,2R,3S,4R)-4-O-benzylhydroxylamino-2,3-O-isopropylidene-1,2,3-cyclopentanetriol: synthesis of (1S,2R,3S,4R)-4-amino-2,3-O-isopropylidene-1,2,3-cyclopentanetriol

  摘要：

  The synthesis and some new transformations of (1R,2R,3S,4R)-4-O-benzylhydroxylamino-2,3-O-isopropylidene-1,2,3-cyclopentanetriol are described. Particularly relevant is the synthesis of (1S,2R,3S,4R)-4-amino-2,3-O-isopropylidene-1,2,3-cyclopentanetriol 7 from D-ribonolactone, via intermediate 1, in eight steps and 12% overall yield. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0957-4166(97)00236-x
• 作为产物：
  描述：

  (1R,2R,3S,4R)-4-(benzyloxyamino)-2,3-O-isopropylidenecyclopentane-1,2,3-triol 在 咪唑 、 碘 、 三苯基膦 作用下， 以 甲苯 为溶剂， 反应 24.0h， 以69%的产率得到(1S,2S,3R,5S)-4-O-benzylhydroxylamino-5-iodo-2,3-O-isopropylidene-1,2-cyclopentanediol
  参考文献：
  名称：

  Synthesis and transformations of (1R,2R,3S,4R)-4-O-benzylhydroxylamino-2,3-O-isopropylidene-1,2,3-cyclopentanetriol: synthesis of (1S,2R,3S,4R)-4-amino-2,3-O-isopropylidene-1,2,3-cyclopentanetriol

  摘要：

  The synthesis and some new transformations of (1R,2R,3S,4R)-4-O-benzylhydroxylamino-2,3-O-isopropylidene-1,2,3-cyclopentanetriol are described. Particularly relevant is the synthesis of (1S,2R,3S,4R)-4-amino-2,3-O-isopropylidene-1,2,3-cyclopentanetriol 7 from D-ribonolactone, via intermediate 1, in eight steps and 12% overall yield. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0957-4166(97)00236-x

文献信息

• Synthesis and transformations of (1R,2R,3S,4R)-4-O-benzylhydroxylamino-2,3-O-isopropylidene-1,2,3-cyclopentanetriol: synthesis of (1S,2R,3S,4R)-4-amino-2,3-O-isopropylidene-1,2,3-cyclopentanetriol
  作者：José Marco-Contelles、Ma.Mercedes Rodríguez-Fernández

  DOI：10.1016/s0957-4166(97)00236-x

  日期：1997.7

  The synthesis and some new transformations of (1R,2R,3S,4R)-4-O-benzylhydroxylamino-2,3-O-isopropylidene-1,2,3-cyclopentanetriol are described. Particularly relevant is the synthesis of (1S,2R,3S,4R)-4-amino-2,3-O-isopropylidene-1,2,3-cyclopentanetriol 7 from D-ribonolactone, via intermediate 1, in eight steps and 12% overall yield. (C) 1997 Elsevier Science Ltd.