(1R,2R,3S,4S)-<3--2-bornyl>-(1S,6R)-6-tert-butyl-2-oxo-cyclohexanecarboxylate | 172840-94-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (1R,2R,3S,4S)-<3--2-bornyl>-(1S,6R)-6-tert-butyl-2-oxo-cyclohexanecarboxylate
• CAS: 172840-94-7
• 化学式: C₃₅H₄₇NO₅S
• 分子量: 593.828
• InChiKey: OXGSXMZOYWFKHR-HUXLGPRYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.27
• 重原子数：
  42.0
• 可旋转键数：
  6.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  80.75
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  甲醇 、 (1R,2R,3S,4S)-<3--2-bornyl>-(1S,6R)-6-tert-butyl-2-oxo-cyclohexanecarboxylate 反应 16.0h， 以56%的产率得到methyl-(1S,6R)-6-tert-butyl-2-oxo-cyclohexanecarboxylate
  参考文献：
  名称：

  Enantiomerically Pure 6-Substituted 2-Oxo-cyclohexanecarboxylates by Conjugate Addition of Cuprates to Asymmetric Shielded 2-Oxo-cyclohexenecarboxylates

  摘要：

  Asymmetric shielded 2-oxo-cyclohexenecarboxylates 6n and 6x were prepared by transesterification of 2-oxo-cyclohexanecarboxylate 2 with camphor derived concave alcohols In and Ix and by subsequent introduction of a double bond via phenylselenides. Diastereoselective conjugate addition of equimolar amounts of mixed cuprates at -78 degrees C and deprotection by methanolysis gave enantiomerically pure 6-substituted 2-oxo-cyclohexanecarboxylates 14-19 and ent-14-19, valuable as chiral building blocks in natural product synthesis.

  DOI：

  10.1016/0040-4020(95)00676-y
• 作为产物：
  描述：

  N-(3,5-二甲基苯基)-N-[(1S,2S,3R,4R)-3-羟基-4,7,7-三甲基双环[2.2.1]庚-2-基]苯磺酰胺 在 吡啶 、 4-二甲氨基吡啶 、 叔丁基锂 、 间氯过氧苯甲酸 作用下， 以 四氢呋喃 、 二氯甲烷 、 甲苯 、 正戊烷 为溶剂， 反应 54.0h， 生成 (1R,2R,3S,4S)-<3--2-bornyl>-(1S,6R)-6-tert-butyl-2-oxo-cyclohexanecarboxylate
  参考文献：
  名称：

  Enantiomerically Pure 6-Substituted 2-Oxo-cyclohexanecarboxylates by Conjugate Addition of Cuprates to Asymmetric Shielded 2-Oxo-cyclohexenecarboxylates

  摘要：

  Asymmetric shielded 2-oxo-cyclohexenecarboxylates 6n and 6x were prepared by transesterification of 2-oxo-cyclohexanecarboxylate 2 with camphor derived concave alcohols In and Ix and by subsequent introduction of a double bond via phenylselenides. Diastereoselective conjugate addition of equimolar amounts of mixed cuprates at -78 degrees C and deprotection by methanolysis gave enantiomerically pure 6-substituted 2-oxo-cyclohexanecarboxylates 14-19 and ent-14-19, valuable as chiral building blocks in natural product synthesis.

  DOI：

  10.1016/0040-4020(95)00676-y