Methyl 3-O-tigloylnilate | 144765-64-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: Methyl 3-O-tigloylnilate
• 英文别名: methyl (2S,3S)-2-methyl-3-[(E)-2-methylbut-2-enoyl]oxybutanoate
• CAS: 144765-64-0
• 化学式: C₁₁H₁₈O₄
• 分子量: 214.262
• InChiKey: QLBHNNSNUWHWRJ-YKAJXJTPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-甲基-3-氧代丁酸甲酯 在 吡啶 作用下， 以 水 为溶剂， 反应 24.0h， 生成 Methyl 3-O-tigloylnilate
  参考文献：
  名称：

  Saponins from stem bark of Petersianthus macrocarpus

  摘要：

  Two bioactive saponins were isolated from the stem bark of Petersianthus macrocarpus. Their structures were elucidated by chemical degradations and by a combination of 2D NMR techniques and by Californium plasma desorption mass spectrometry. They are 3-O-[beta-D-galactopyranosyl (1 --> 2)][beta-D-galactopyranosyl (1 --> 3)]-beta-D-glucuronopyranosyl}-21-O-[3-(3-tigloyloxynilic acid)-4-tigloyloxy-alpha-L-arabinopyranosyl] barringtogenol C and 3-O-{[beta-D-galactopyranosyl (1 --> 2)] [beta-D-galactopyranosyl (1 --> 3)]-beta-D-glucuronopyranosyl}-28-O-alpha-L-rhamno-pyranosyl barringtogenol C-21-O-benzoate. The absolute configuration of nilic acid was determined by partial synthesis. 3,3'-Dimethoxy ellagic acid and 3,3'-dimethoxy-4-0-beta-D-glucopyranosyl ellagic acid were also isolated.

  DOI：

  10.1016/0031-9422(92)83729-i

文献信息

• Saponins from stem bark of Petersianthus macrocarpus
  作者：Georges Massiot、Chen Xiang-Fei、Catherine Lavaud、Louisette Le Men-Olivier、Clement Delaude、Alain Viari、Paul Vigny、Jacques Duval

  DOI：10.1016/0031-9422(92)83729-i

  日期：1992.10

  Two bioactive saponins were isolated from the stem bark of Petersianthus macrocarpus. Their structures were elucidated by chemical degradations and by a combination of 2D NMR techniques and by Californium plasma desorption mass spectrometry. They are 3-O-[beta-D-galactopyranosyl (1 --> 2)][beta-D-galactopyranosyl (1 --> 3)]-beta-D-glucuronopyranosyl}-21-O-[3-(3-tigloyloxynilic acid)-4-tigloyloxy-alpha-L-arabinopyranosyl] barringtogenol C and 3-O-[beta-D-galactopyranosyl (1 --> 2)] [beta-D-galactopyranosyl (1 --> 3)]-beta-D-glucuronopyranosyl}-28-O-alpha-L-rhamno-pyranosyl barringtogenol C-21-O-benzoate. The absolute configuration of nilic acid was determined by partial synthesis. 3,3'-Dimethoxy ellagic acid and 3,3'-dimethoxy-4-0-beta-D-glucopyranosyl ellagic acid were also isolated.