2,2-Dimethyl-propionic acid (1S,7aS)-4,7a-dimethyl-5-oxo-2,3,5,6,7,7a-hexahydro-1H-inden-1-yl ester | 212915-49-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,2-Dimethyl-propionic acid (1S,7aS)-4,7a-dimethyl-5-oxo-2,3,5,6,7,7a-hexahydro-1H-inden-1-yl ester
• 英文别名: [(1S,7aS)-4,7a-dimethyl-5-oxo-2,3,6,7-tetrahydro-1H-inden-1-yl] 2,2-dimethylpropanoate
• CAS: 212915-49-6
• 化学式: C₁₆H₂₄O₃
• 分子量: 264.365
• InChiKey: RLXGTYDTHDRSBS-BBRMVZONSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2,2-Dimethyl-propionic acid (1S,7aS)-4,7a-dimethyl-5-oxo-2,3,5,6,7,7a-hexahydro-1H-inden-1-yl ester 在 4-二甲氨基吡啶 、 lithium hydroxide 、 sodium hypochlorite 、 sodium tetrahydroborate 、 cerium(III) chloride 、 偶氮二异丁腈 、 三丁基氯化锡 、 双氧水 、 sodium cyanoborohydride 、 potassium hydrogencarbonate 、 三乙胺 、 间氯过氧苯甲酸 、 亚磷酸三乙酯 作用下， 以 四氢呋喃 、 甲醇 、 乙醚 、 二氯甲烷 、 溶剂黄146 、 甲苯 、 叔丁醇 为溶剂， 生成 2,2-Dimethyl-propionic acid (1S,2S,3S)-3-isopropenyl-2-(2-methoxycarbonyl-ethyl)-2-methyl-cyclopentyl ester
  参考文献：
  名称：

  Novel and general entry into pseudoguaianolides. Formal and enantioselective synthesis of (+)-confertin

  摘要：

  A novel and general access to pseudoguaianolide sesquiterpenoids has been developed by employing a diastereoselective acyl radical-mediated 7-endo-trigonal mode of cyclization as a key reaction step. The methodology has successfully been applied to the formal enantioselective synthesis of (+)-confertin. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)01180-0
• 作为产物：
  描述：

  (S)-4,7alpha-二甲基-2,3,7,7alpha-四氢-6H-茚-1,5-二酮 在 4-二甲氨基吡啶 、 lithium tri-t-butoxyaluminum hydride 作用下， 以 四氢呋喃 、 吡啶 为溶剂， 生成 2,2-Dimethyl-propionic acid (1S,7aS)-4,7a-dimethyl-5-oxo-2,3,5,6,7,7a-hexahydro-1H-inden-1-yl ester
  参考文献：
  名称：

  Novel and general entry into pseudoguaianolides. Formal and enantioselective synthesis of (+)-confertin

  摘要：

  A novel and general access to pseudoguaianolide sesquiterpenoids has been developed by employing a diastereoselective acyl radical-mediated 7-endo-trigonal mode of cyclization as a key reaction step. The methodology has successfully been applied to the formal enantioselective synthesis of (+)-confertin. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)01180-0

文献信息

• Novel and general entry into pseudoguaianolides. Formal and enantioselective synthesis of (+)-confertin
  作者：Masafumi Ohtsuka、Yuki Takekawa、Kozo Shishido

  DOI：10.1016/s0040-4039(98)01180-0

  日期：1998.8

  A novel and general access to pseudoguaianolide sesquiterpenoids has been developed by employing a diastereoselective acyl radical-mediated 7-endo-trigonal mode of cyclization as a key reaction step. The methodology has successfully been applied to the formal enantioselective synthesis of (+)-confertin. (C) 1998 Elsevier Science Ltd. All rights reserved.