(1R,2S,7R,8S)-1,11,11-trimethyl-3-oxa-6-thiatricyclo[6.2.1.0^2,7]undecane | 210419-44-6

• 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,7R,8S)-1,11,11-trimethyl-3-oxa-6-thiatricyclo[6.2.1.0^2,7]undecane
• 英文别名: (1R,2S,7R,8S)-1,11,11-trimethyl-3-oxa-6-thiatricyclo[6.2.1.02,7]undecane
• CAS: 210419-44-6
• 化学式: C₁₂H₂₀OS
• 分子量: 212.356
• InChiKey: FIODBPVLEOTZKB-BFLSOPEQSA-N

物化性质

• 沸点：
  285.352±33.00 °C(Press: 760.00 Torr)(predicted)
• 密度：
  1.057±0.06 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  34.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (1R,2S,7R,8S)-1,11,11-trimethyl-3-oxa-6-thiatricyclo[6.2.1.0^2,7]undecane 在 silver(l) oxide 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 168.0h， 生成 [(1R,2S,7R,8S)-exo]-6-ethenylb1,11,11-trimethyl-3-oxa-6-thiatricyclo[6.2.1.0^2,7]undecanium trifluoromethanesulfonate
  参考文献：
  名称：

  A camphor-derived vinylsulfonium salt as a reagent for a cycloannulation

  摘要：

  A chiral, non-racemic vinylsulfonium salt 6 was prepared from camphorquinone in seven steps and reacted with indole-2-carboxaldehyde to give a tricyclic azido alcohol 2 in a 35% yield and 43% e.e. and a 43% recovery of the chiral sulfide. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(01)00170-7
• 作为产物：
  描述：

  (1R,2S,3R)-3-mercapto-1,7,7-trimethylbicyclo{2.2.1}heptan-2-ol 在 三乙基硅烷 、 氢氧化钾 、 三氟化硼乙醚 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 20.5h， 生成 (1R,2S,7R,8S)-1,11,11-trimethyl-3-oxa-6-thiatricyclo[6.2.1.0^2,7]undecane
  参考文献：
  名称：

  Camphor derived 1,4-oxathianes for carbonyl epoxidation

  摘要：

  1,4-Oxathianes have been prepared in five steps from camphor and used to give stilbene oxides in excellent yield (81-100%) and with moderate enantioselectivity (54-64% ee). (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(98)00028-7

文献信息

• A camphor-derived vinylsulfonium salt as a reagent for a cycloannulation
  作者：Kyung-hee Kim、Leslie S. Jimenez

  DOI：10.1016/s0957-4166(01)00170-7

  日期：2001.5

  A chiral, non-racemic vinylsulfonium salt 6 was prepared from camphorquinone in seven steps and reacted with indole-2-carboxaldehyde to give a tricyclic azido alcohol 2 in a 35% yield and 43% e.e. and a 43% recovery of the chiral sulfide. (C) 2001 Elsevier Science Ltd. All rights reserved.
• Camphor derived 1,4-oxathianes for carbonyl epoxidation
  作者：Varinder K Aggarwal、J.Gair Ford、Ray V.H Jones、Robin Fieldhouse

  DOI：10.1016/s0957-4166(98)00028-7

  日期：1998.5

  1,4-Oxathianes have been prepared in five steps from camphor and used to give stilbene oxides in excellent yield (81-100%) and with moderate enantioselectivity (54-64% ee). (C) 1998 Elsevier Science Ltd. All rights reserved.