(1'S,3R)-3-(2',2'-dibromo-1'-methylcyclopropyl)-6-oxoheptanoic acid

• 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: (1'S,3R)-3-(2',2'-dibromo-1'-methylcyclopropyl)-6-oxoheptanoic acid
• 英文别名: (3R)-3-[(1S)-2,2-dibromo-1-methylcyclopropyl]-6-oxoheptanoic acid
• 化学式: C₁₁H₁₆Br₂O₃
• 分子量: 356.054
• InChiKey: ABTAWBBSDNOCLQ-SCZZXKLOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (4R)-limonene 1,2-epoxide 、 三溴甲烷 在 ruthenium trichloride BzEt3N*Cl 、 sodium periodate 作用下， 以 sodium hydroxide 、 四氯化碳 、 水 、 乙腈 为溶剂， 生成 (1'S,3R)-3-(2',2'-dibromo-1'-methylcyclopropyl)-6-oxoheptanoic acid
  参考文献：
  名称：

  Stereochemistry of two new polyfunctionalizedgem-dihalocyclopropanes

  摘要：

  The two new gem-dihalogenocyclopropanes (1'S,3R)-3-(2',2' dichloro-1'-methylcyclopropyl)-6-oxoheptanoic acid, C11H16Cl2O3, (2), and (1'S,3R)-3-(2',2'-dibromo-1'-methylcyclopropyl)-6-oxoheptanoic acid, C11H16Br2O3, (3), are isostructural. Both present two stereogenic centers at C1' and C3. The absolute configuration was determined by X-ray methods. The cyclopropyl rings are unsymmetrical, the shortest bond being distal with respect to the alkyl-substituted C atom.

  DOI：

  10.1107/s0108270101019680

文献信息

• Stereochemistry of two new polyfunctionalized<i>gem</i>-dihalocyclopropanes
  作者：Hossni Ziyat、My Youssef Ait Itto、Mustapha Ait Ali、Abdellah Karim、Abdelkhalek Riahi、Jean-Claude Daran

  DOI：10.1107/s0108270101019680

  日期：2002.2.15

  The two new gem-dihalogenocyclopropanes (1'S,3R)-3-(2',2' dichloro-1'-methylcyclopropyl)-6-oxoheptanoic acid, C11H16Cl2O3, (2), and (1'S,3R)-3-(2',2'-dibromo-1'-methylcyclopropyl)-6-oxoheptanoic acid, C11H16Br2O3, (3), are isostructural. Both present two stereogenic centers at C1' and C3. The absolute configuration was determined by X-ray methods. The cyclopropyl rings are unsymmetrical, the shortest bond being distal with respect to the alkyl-substituted C atom.