(2"R)-hydroxynicotianamin | 862667-31-0

• 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: (2"R)-hydroxynicotianamin
• 英文别名: (2S)-1-[(3S)-3-[[(2R,3S)-3-amino-3-carboxy-2-hydroxypropyl]amino]-3-carboxypropyl]azetidine-2-carboxylic acid
• CAS: 862667-31-0
• 化学式: C₁₂H₂₁N₃O₇
• 分子量: 319.315
• InChiKey: AEFGUQJJQWSYJR-MAUMQABQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -9.2
• 重原子数：
  22
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  173
• 氢给体数：
  6
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  tert-butyl (2S,3'S,2"S,3"R)-1-(3'-amino-(2"-methoxymethyloxy-3"-tert-butoxycarbonylamino-4"tertbutoxy-4"-oxobutyl)-4'-tert-butoxy-4'-oxobutyl)azetidine-2-carboxylate 在 三氟乙酸 作用下， 以54.3%的产率得到(2"R)-hydroxynicotianamin
  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

文献信息

• Determination of the Structure and Its Absolute Configuration of 2”-Hydroxynicotianamine, an Inhibitor against Angiotensin-I Converting Enzyme in Buckwheat, through the Total Synthesis
  作者：Keisuke Yoshikawa、Hidenori Watanabe、Yasuo Aoyagi、Takeshi Kitahara

  DOI：10.3987/com-10-11931

  日期：——

  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.