tert-butyl (2S,3S)-2-tert-butoxycarbonylamino-4-tert-butyldimethylsilyloxy-3-methoxymethoxybutanoate | 1235453-13-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: tert-butyl (2S,3S)-2-tert-butoxycarbonylamino-4-tert-butyldimethylsilyloxy-3-methoxymethoxybutanoate
• CAS: 1235453-13-0
• 化学式: C₂₁H₄₃NO₇Si
• 分子量: 449.66
• InChiKey: MWAWBGFGITTZHP-CVEARBPZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.23
• 重原子数：
  30.0
• 可旋转键数：
  9.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  92.32
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  tert-butyl (2S,3S)-2-tert-butoxycarbonylamino-4-tert-butyldimethylsilyloxy-3-methoxymethoxybutanoate 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以57.6%的产率得到tert-butyl (2S,3S)-2-tert-butoxycarbonylamino-4-hydroxy-3-methoxymethoxybutanoate
  参考文献：
  名称：

  Determination of the Structure and Its Absolute Configuration of 2”-Hydroxynicotianamine, an Inhibitor against Angiotensin-I Converting Enzyme in Buckwheat, through the Total Synthesis

  摘要：

  Nicotianamine is known as an inhibitor against Angiotensin-1 Converting Enzyme (ACE). We synthesized a new nicotianamine derivative with an additional hydroxy group isolated from buckwheat (Fagopyrum esculentutn Moench) powder and determined its regio and stereochemistry unambiguously by the enantioselective synthesis of diastereomers.

  DOI：

  10.3987/com-10-11931
• 作为产物：
  描述：

  tert-butyl (2S,3S)-2-((tert-butoxycarbonyl)amino)-4-((tert-butyldimethylsilyl)oxy)-3-hydroxybutanoate 、 氯甲基甲基醚 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 以360 mg的产率得到tert-butyl (2S,3S)-2-tert-butoxycarbonylamino-4-tert-butyldimethylsilyloxy-3-methoxymethoxybutanoate
  参考文献：
  名称：

  Determination of the Structure and Its Absolute Configuration of 2”-Hydroxynicotianamine, an Inhibitor against Angiotensin-I Converting Enzyme in Buckwheat, through the Total Synthesis

  摘要：

  Nicotianamine is known as an inhibitor against Angiotensin-1 Converting Enzyme (ACE). We synthesized a new nicotianamine derivative with an additional hydroxy group isolated from buckwheat (Fagopyrum esculentutn Moench) powder and determined its regio and stereochemistry unambiguously by the enantioselective synthesis of diastereomers.

  DOI：

  10.3987/com-10-11931