(2R,5RS,7S)-Exogonic acid | 4316-49-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2R,5RS,7S)-Exogonic acid
• 英文别名: 2-[(2R,5R,7S)-7-methyl-1,6-dioxaspiro[4.4]nonan-2-yl]acetic acid
• CAS: 4316-49-8
• 化学式: C₁₀H₁₆O₄
• 分子量: 200.235
• InChiKey: YUELKZVDTJHLRO-QXFUBDJGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  重氮甲烷 、 (2R,5RS,7S)-Exogonic acid 生成 (2R,5RS,7S)-Methyl exogonate
  参考文献：
  名称：

  Absolute stereochemistry of exogonic acid

  摘要：

  Exogonic acid (2-(carboxymethyl)-7-methyl-1,6-dioxaspiro[4.4]nonane), a resin constituent of the Brazilian tree Ipomoea operculata (Martin) is demonstrated to be predominantly the E,E and Z,Z diastereomers, with the 2S,5S,7R and 2S,5R,7R configurations, respectively. Minor amounts of the 2R,5S,7R E,Z and 2R,5R,7R Z,E isomers are also present. These conclusions are based on chiral gas chromatographic analyses of suitable derivatives and enantioselective syntheses employing (S)-1,2-epoxypropane and (2S)-4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1,2-epoxybutane as alkylating agents for anions of acetone N,N-dimethylhydrazone.

  DOI：

  10.1021/jo00027a060
• 作为产物：
  描述：

  在 溶剂黄146 作用下， 以 四氢呋喃 为溶剂， 生成 (2R,5RS,7S)-Exogonic acid
  参考文献：
  名称：

  Absolute stereochemistry of exogonic acid

  摘要：

  Exogonic acid (2-(carboxymethyl)-7-methyl-1,6-dioxaspiro[4.4]nonane), a resin constituent of the Brazilian tree Ipomoea operculata (Martin) is demonstrated to be predominantly the E,E and Z,Z diastereomers, with the 2S,5S,7R and 2S,5R,7R configurations, respectively. Minor amounts of the 2R,5S,7R E,Z and 2R,5R,7R Z,E isomers are also present. These conclusions are based on chiral gas chromatographic analyses of suitable derivatives and enantioselective syntheses employing (S)-1,2-epoxypropane and (2S)-4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1,2-epoxybutane as alkylating agents for anions of acetone N,N-dimethylhydrazone.

  DOI：

  10.1021/jo00027a060

文献信息

• Absolute stereochemistry of exogonic acid
  作者：Elvie N. Lawson、Joanne F. Jamie、William Kitching

  DOI：10.1021/jo00027a060

  日期：1992.1

  Exogonic acid (2-(carboxymethyl)-7-methyl-1,6-dioxaspiro[4.4]nonane), a resin constituent of the Brazilian tree Ipomoea operculata (Martin) is demonstrated to be predominantly the E,E and Z,Z diastereomers, with the 2S,5S,7R and 2S,5R,7R configurations, respectively. Minor amounts of the 2R,5S,7R E,Z and 2R,5R,7R Z,E isomers are also present. These conclusions are based on chiral gas chromatographic analyses of suitable derivatives and enantioselective syntheses employing (S)-1,2-epoxypropane and (2S)-4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1,2-epoxybutane as alkylating agents for anions of acetone N,N-dimethylhydrazone.