1-O,1-O-ditert-butyl 5-O-methyl 4-oxopentane-1,1,5-tricarboxylate | 171004-96-9

• 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: 1-O,1-O-ditert-butyl 5-O-methyl 4-oxopentane-1,1,5-tricarboxylate
• CAS: 171004-96-9
• 化学式: C₁₇H₂₈O₇
• 分子量: 344.405
• InChiKey: RURQYYMHICATOA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  24
• 可旋转键数：
  12
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.76
• 拓扑面积：
  96
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2-亚甲基丙烷-1,3-二基二乙酸酯 、 1-O,1-O-ditert-butyl 5-O-methyl 4-oxopentane-1,1,5-tricarboxylate 在 palladium diacetate 、 三异丙基亚磷酸酯 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以46%的产率得到1-O,1-O'-ditert-butyl 5-O-methyl 3-methylidene-6-oxocyclooctane-1,1,5-tricarboxylate
  参考文献：
  名称：

  Counter-ion effect in the palladium (0) catalyzed double allylation of a 1,5-dinucleophile. A novel eight-membered ring synthesis

  摘要：

  A counter-ion effect governs the palladium (0) catalyzed double allylation of 1, leading to the selective formation of a dihydropyran or a cyclooctane.

  DOI：

  10.1016/0040-4039(95)01275-m
• 作为产物：
  描述：

  di-tert-butyl methylenemalonate 、 乙酰乙酸甲酯 生成 1-O,1-O-ditert-butyl 5-O-methyl 4-oxopentane-1,1,5-tricarboxylate
  参考文献：
  名称：

  Counter-ion effect in the palladium (0) catalyzed double allylation of a 1,5-dinucleophile. A novel eight-membered ring synthesis

  摘要：

  A counter-ion effect governs the palladium (0) catalyzed double allylation of 1, leading to the selective formation of a dihydropyran or a cyclooctane.

  DOI：

  10.1016/0040-4039(95)01275-m

文献信息

• Deux Composés Trisubstitués de la 4-Méthylènecyclooctanone
  作者：D. Ginderow、L. Fensterbank、C. Jorand-Lebrun、M. Malacria

  DOI：10.1107/s0108270197008391

  日期：1997.11.15

  The structures of two trisubstituted 4-methylenecyclooctanones are reported, namely, di-tert-butyl 2-methoxycarbonyl-4-methylene-1 -oxocyclooctane-6,6-dicarboxylate (IUPAC numbering: di-tert-butyl 5-methoxycarbonyl-3-methylene-6-oxocyclooctane-1,1-dicarboxylate), C21H32O7, (1), and di-tert-butyl 2-phenylsulfonyl-4-methylene-1-oxocyclooctane-6,6-dicarboxylate, C25H34O7S, (2) Compound (1) crystallizes with two independent molecules per asymmetric unit, adopting pseudo-centers of symmetry. The two independent molecules in the crystal have similar overall conformations. The two compounds differ in the torsion angles for the identical groups.
• Counter-ion effect in the palladium (0) catalyzed double allylation of a 1,5-dinucleophile. A novel eight-membered ring synthesis
  作者：Catherine Jorand-Lebrun、Louis Fensterbank、Max Malacria

  DOI：10.1016/0040-4039(95)01275-m

  日期：1995.9

  A counter-ion effect governs the palladium (0) catalyzed double allylation of 1, leading to the selective formation of a dihydropyran or a cyclooctane.