tert-butyl (2S,3'S,2"S,3"S)-1-(3'-amino-(2"-methoxymethyloxy-3"-tert-butoxycarbonylamino-4"tertbutoxy-4"-oxobutyl)-4'-tert-butoxy-4'-oxobutyl)azetidine-2-carboxylate | 862667-33-2

• 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,3'S,2"S,3"S)-1-(3'-amino-(2"-methoxymethyloxy-3"-tert-butoxycarbonylamino-4"tertbutoxy-4"-oxobutyl)-4'-tert-butoxy-4'-oxobutyl)azetidine-2-carboxylate
• 英文别名: tert-butyl (2S)-1-[(3S)-3-[[(2S,3S)-2-(methoxymethoxy)-4-[(2-methylpropan-2-yl)oxy]-3-[(2-methylpropan-2-yl)oxycarbonylamino]-4-oxobutyl]amino]-4-[(2-methylpropan-2-yl)oxy]-4-oxobutyl]azetidine-2-carboxylate
• CAS: 862667-33-2
• 化学式: C₃₁H₅₇N₃O₁₀
• 分子量: 631.808
• InChiKey: HGAGNOUUSCQBJU-MLCQCVOFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  44
• 可旋转键数：
  22
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  151
• 氢给体数：
  2
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  tert-butyl (2S,3'S,2"S,3"S)-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30.7%的产率得到(2"S)-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
• 作为产物：
  描述：

  tert-butyl (2S,3R)-3-(methoxymethoxy)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-4-oxobutanoate 、 tert-butyl (S)-1-[(S)-3-benzyloxycarbonylamino-4-tert-butoxy-4-oxobutyl]azetidine-2-carboxylate 在 sodium cyanoborohydride 、 溶剂黄146 作用下， 以 四氢呋喃 为溶剂， 以582 mg的产率得到tert-butyl (2S,3'S,2"S,3"S)-1-(3'-amino-(2"-methoxymethyloxy-3"-tert-butoxycarbonylamino-4"tertbutoxy-4"-oxobutyl)-4'-tert-butoxy-4'-oxobutyl)azetidine-2-carboxylate
  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.