(2S,4R)-1,4-diazido-5-phenylmethoxypentan-2-ol | 1022533-53-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (2S,4R)-1,4-diazido-5-phenylmethoxypentan-2-ol
• CAS: 1022533-53-4
• 化学式: C₁₂H₁₆N₆O₂
• 分子量: 276.298
• InChiKey: XQMVUHKSJIYQEV-NEPJUHHUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  20
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  58.2
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (2S,4R)-1,4-diazido-5-phenylmethoxypentan-2-ol 、 叔丁基二甲基氯硅烷 在 咪唑 、 4-二甲氨基吡啶 作用下， 以 二氯甲烷 为溶剂， 以97%的产率得到tert-butyl-[(2S,4R)-1,4-diazido-5-phenylmethoxypentan-2-yl]oxy-dimethylsilane
  参考文献：
  名称：

  A concise synthesis of protected (2S,4R)-4-hydroxyornithine

  摘要：

  A short synthesis of the nonproteinogenic amino acid, (2S,4R)-4-hydroxyornithine is described. Starting from racemic benzyl glycidol, the scaffold of the target compound was constructed in high enantio- and diastereoselectivity using Jacobsen's hydrolytic kinetic resolution (HKR) and regioselective opening of an epoxide as key steps. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.03.076
• 作为产物：
  描述：

  (2S)-2-[(2R)-2-azido-3-phenylmethoxypropyl]oxirane 在 sodium azide 、 氯化铵 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 14.0h， 以92%的产率得到(2S,4R)-1,4-diazido-5-phenylmethoxypentan-2-ol
  参考文献：
  名称：

  A concise synthesis of protected (2S,4R)-4-hydroxyornithine

  摘要：

  A short synthesis of the nonproteinogenic amino acid, (2S,4R)-4-hydroxyornithine is described. Starting from racemic benzyl glycidol, the scaffold of the target compound was constructed in high enantio- and diastereoselectivity using Jacobsen's hydrolytic kinetic resolution (HKR) and regioselective opening of an epoxide as key steps. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.03.076

文献信息

• A concise synthesis of protected (2S,4R)-4-hydroxyornithine
  作者：Satyendra Kumar Pandey、Menaka Pandey、Pradeep Kumar

  DOI：10.1016/j.tetlet.2008.03.076

  日期：2008.5

  A short synthesis of the nonproteinogenic amino acid, (2S,4R)-4-hydroxyornithine is described. Starting from racemic benzyl glycidol, the scaffold of the target compound was constructed in high enantio- and diastereoselectivity using Jacobsen's hydrolytic kinetic resolution (HKR) and regioselective opening of an epoxide as key steps. (c) 2008 Elsevier Ltd. All rights reserved.