(R)-5-tert-Butyl-2-((1S,2S)-2-hydroxy-cycloheptyloxy)-cyclopent-1-enecarboxylic acid methyl ester | 151568-43-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (R)-5-tert-Butyl-2-((1S,2S)-2-hydroxy-cycloheptyloxy)-cyclopent-1-enecarboxylic acid methyl ester
• CAS: 151568-43-3
• 化学式: C₁₈H₃₀O₄
• 分子量: 310.434
• InChiKey: AQFDTHDANMIIDW-IHRRRGAJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.58
• 重原子数：
  22.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  55.76
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  正丁基氯化镁 、 (R)-5-tert-Butyl-2-((1S,2S)-2-hydroxy-cycloheptyloxy)-cyclopent-1-enecarboxylic acid methyl ester 在 copper(l) iodide 作用下， 生成
  参考文献：
  名称：

  New type of asymmetric double Michael reaction induced by chiral acetal

  摘要：

  Reaction of alpha,beta-unsaturated homochiral acetal 1 with RMgX-CuI afforded an enol ether A in highly diastereoselective manner in the case of R=Me, Bu(t). In the case of R=Ph, Bu(n), diastereoselective conjugate addition and subsequent addition-elimination took place to afford beta,beta'-disubstituted cyclopentenecarboxylate B of high enantiomeric excess.

  DOI：

  10.1016/s0040-4039(00)74062-7
• 作为产物：
  描述：

  (1S,2S)-cycloheptane-1,2-diol 在 copper(l) iodide 、 对甲苯磺酸 作用下， 以 四氢呋喃 、 苯 为溶剂， 生成 (R)-5-tert-Butyl-2-((1S,2S)-2-hydroxy-cycloheptyloxy)-cyclopent-1-enecarboxylic acid methyl ester
  参考文献：
  名称：

  New type of asymmetric double Michael reaction induced by chiral acetal

  摘要：

  Reaction of alpha,beta-unsaturated homochiral acetal 1 with RMgX-CuI afforded an enol ether A in highly diastereoselective manner in the case of R=Me, Bu(t). In the case of R=Ph, Bu(n), diastereoselective conjugate addition and subsequent addition-elimination took place to afford beta,beta'-disubstituted cyclopentenecarboxylate B of high enantiomeric excess.

  DOI：

  10.1016/s0040-4039(00)74062-7