(1R,2S,6S)-2-Hydroxy-6-((1S,2R,4R)-2-methoxy-7,7-dimethyl-bicyclo[2.2.1]hept-1-ylmethylsulfanyl)-cyclohexanecarboxylic acid methyl ester | 552320-56-6

• 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,2S,6S)-2-Hydroxy-6-((1S,2R,4R)-2-methoxy-7,7-dimethyl-bicyclo[2.2.1]hept-1-ylmethylsulfanyl)-cyclohexanecarboxylic acid methyl ester
• CAS: 552320-56-6
• 化学式: C₁₉H₃₂O₄S
• 分子量: 356.527
• InChiKey: NIMWRFCKYNUQPY-DRVLGICASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.26
• 重原子数：
  24.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.95
• 拓扑面积：
  55.76
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (1R,2S,6S)-2-Hydroxy-6-((1S,2R,4R)-2-methoxy-7,7-dimethyl-bicyclo[2.2.1]hept-1-ylmethylsulfanyl)-cyclohexanecarboxylic acid methyl ester 在 镍 作用下， 以 甲醇 为溶剂， 以94%的产率得到cis-Cyclohexanol-carbonsaeure-(2)-methylester
  参考文献：
  名称：

  Asymmetric Michael–aldol tandem cyclization of ω-oxo-α,β-unsaturated esters with 10-mercaptoisoborneol methyl ether

  摘要：

  The asymmetric reaction of omega-oxo-alpha,beta-unsaturated esters with lithium chiral thiolates afforded the Michael-aldol tandem cyclization products in high yield and good stereo selectivity. Reductive desulfurization gave the corresponding optically pure 2-hydroxycycloalkanecarboxylates. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)00253-3
• 作为产物：
  描述：

  (E)-7-氧代庚-2-烯酸甲酯 、 [(1S,2R,4R)-2-methoxy-7,7-dimethyl-1-bicyclo[2.2.1]heptanyl]methanethiol 在 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 以77%的产率得到methyl (1S,2R,6R)-2-hydroxy-6-[[(1S,2R,4R)-2-methoxy-7,7-dimethyl-1-bicyclo[2.2.1]heptanyl]methylsulfanyl]cyclohexane-1-carboxylate
  参考文献：
  名称：

  Asymmetric Michael–aldol tandem cyclization of ω-oxo-α,β-unsaturated esters with 10-mercaptoisoborneol methyl ether

  摘要：

  The asymmetric reaction of omega-oxo-alpha,beta-unsaturated esters with lithium chiral thiolates afforded the Michael-aldol tandem cyclization products in high yield and good stereo selectivity. Reductive desulfurization gave the corresponding optically pure 2-hydroxycycloalkanecarboxylates. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)00253-3