己酸,3-羟基-5-甲基-2-亚甲基-,1,1-二甲基乙基酯 | 135513-94-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羟基酸及其衍生物
• 中文名称: 己酸,3-羟基-5-甲基-2-亚甲基-,1,1-二甲基乙基酯
• 英文名称: 1,1-dimethylethyl 3-hydroxy-5-methyl-2-methylenehexanoate
• 英文别名: Tert-butyl 3-hydroxy-5-methyl-2-methylidenehexanoate
• CAS: 135513-94-9
• 化学式: C₁₂H₂₂O₃
• 分子量: 214.305
• InChiKey: NOSIFRKZCMKQQP-UHFFFAOYSA-N

物化性质

• 沸点：
  285.2±23.0 °C(Predicted)
• 密度：
  0.959±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  己酸,3-羟基-5-甲基-2-亚甲基-,1,1-二甲基乙基酯 在 palladium diacetate 、 三苯基膦 吡啶 、 4-二甲氨基吡啶 作用下， 以 苯 为溶剂， 25.0~50.0 ℃ 、2.03 MPa 条件下， 反应 15.0h， 生成 2-[3-Methyl-but-(E)-ylidene]-succinic acid 1-tert-butyl ester 4-methyl ester
  参考文献：
  名称：

  Stereochemical study on the palladium(O)-catalyzed carbonylation of 3-(methoxycarbonyloxy)-2-methylenealkanoates and analogues

  摘要：

  A series of 3-(alkoxycarbonyloxy)-2-methylenealkanoate (1), a sulfonate (5), and an N,N-dimethylamide (6) were carbonylated using Pd(0) complexes as catalyst to give alkylidenesuccinate (2), and analogues in moderate to good yields. The stereoselectivity for E and Z isomers of carbonylation products was found to differ remarkably, depending on the three types of substrates which always include an electron-withdrawing group. The results are explained in terms of the plausible MM2 simulation through the model compounds.

  DOI：

  10.1016/s0040-4020(01)88755-x
• 作为产物：
  描述：

  丙烯酸叔丁酯 、 异戊醛 在 三乙烯二胺 作用下， 反应 456.0h， 以95%的产率得到己酸,3-羟基-5-甲基-2-亚甲基-,1,1-二甲基乙基酯
  参考文献：
  名称：

  Stereochemical study on the palladium(O)-catalyzed carbonylation of 3-(methoxycarbonyloxy)-2-methylenealkanoates and analogues

  摘要：

  A series of 3-(alkoxycarbonyloxy)-2-methylenealkanoate (1), a sulfonate (5), and an N,N-dimethylamide (6) were carbonylated using Pd(0) complexes as catalyst to give alkylidenesuccinate (2), and analogues in moderate to good yields. The stereoselectivity for E and Z isomers of carbonylation products was found to differ remarkably, depending on the three types of substrates which always include an electron-withdrawing group. The results are explained in terms of the plausible MM2 simulation through the model compounds.

  DOI：

  10.1016/s0040-4020(01)88755-x

文献信息

• Hoffmann, H. Martin R.; Gassner, Andreas; Eggert, Ulrike, Chemische Berichte, 1991, vol. 124, # 11, p. 2475 - 2480
  作者：Hoffmann, H. Martin R.、Gassner, Andreas、Eggert, Ulrike

  DOI：——

  日期：——
• Stereochemical study on the palladium(O)-catalyzed carbonylation of 3-(methoxycarbonyloxy)-2-methylenealkanoates and analogues
  作者：Shu-Zhong Wang、Keiji Yamamoto、Harou Yamada、Takashi Takahashi

  DOI：10.1016/s0040-4020(01)88755-x

  日期：1992.3

  A series of 3-(alkoxycarbonyloxy)-2-methylenealkanoate (1), a sulfonate (5), and an N,N-dimethylamide (6) were carbonylated using Pd(0) complexes as catalyst to give alkylidenesuccinate (2), and analogues in moderate to good yields. The stereoselectivity for E and Z isomers of carbonylation products was found to differ remarkably, depending on the three types of substrates which always include an electron-withdrawing group. The results are explained in terms of the plausible MM2 simulation through the model compounds.