1,2-bis[(1S,2R,3S,4R)-3-(2,2-dimethylpropoxy)-4,7,7-trimethylbicyclo[2.2.1]heptane-2-thio]acetylene | 192211-36-2

• 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: 1,2-bis[(1S,2R,3S,4R)-3-(2,2-dimethylpropoxy)-4,7,7-trimethylbicyclo[2.2.1]heptane-2-thio]acetylene
• 英文别名: (1R,2S,3R,4S)-2-(2,2-dimethylpropoxy)-3-[2-[[(1S,2R,3S,4R)-3-(2,2-dimethylpropoxy)-4,7,7-trimethyl-2-bicyclo[2.2.1]heptanyl]sulfanyl]ethynylsulfanyl]-1,7,7-trimethylbicyclo[2.2.1]heptane
• CAS: 192211-36-2
• 化学式: C₃₂H₅₄O₂S₂
• 分子量: 534.912
• InChiKey: STDXNCWYXBEYGI-YASOPIMESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.3
• 重原子数：
  36
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  69.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,5-降冰片二烯 、 1,2-bis[(1S,2R,3S,4R)-3-(2,2-dimethylpropoxy)-4,7,7-trimethylbicyclo[2.2.1]heptane-2-thio]acetylene 、 alkaline earth salt of/the/ methylsulfuric acid 在 N-甲基吗啉氧化物 作用下， 生成 2,3-Bis-[(1S,2R,3S,4R)-3-(2,2-dimethyl-propoxy)-4,7,7-trimethyl-bicyclo[2.2.1]hept-2-ylsulfanyl]-3a,4,7,7a-tetrahydro-4,7-methano-inden-1-one
  参考文献：
  名称：

  Efficient synthesis of chiral acetylene dithioethers in enantiomerically pure form

  摘要：

  Chiral acetylene dithioethers have been synthesized by the first time in enantiomerically pure form through a high yield (93-100%), one-pot procedure involving the successive treatment of trichloroethylene with three equivalents of lithium bis(trimethylsilyl)amide and two equivalents of a chiral thiol in diethyl ether solution. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0957-4166(97)00126-2
• 作为产物：
  描述：

  二氯乙炔 、 (1S,2R,3S,4R)-3-(2,2-dimethylpropoxy)-4,7,7-trimethylbicyclo<2.2.1>heptane-2-thiol 在 六甲基二硅氮烷 作用下， 以 乙醚 、 正己烷 为溶剂， 反应 48.0h， 生成 1,2-bis[(1S,2R,3S,4R)-3-(2,2-dimethylpropoxy)-4,7,7-trimethylbicyclo[2.2.1]heptane-2-thio]acetylene
  参考文献：
  名称：

  Efficient synthesis of chiral acetylene dithioethers in enantiomerically pure form

  摘要：

  Chiral acetylene dithioethers have been synthesized by the first time in enantiomerically pure form through a high yield (93-100%), one-pot procedure involving the successive treatment of trichloroethylene with three equivalents of lithium bis(trimethylsilyl)amide and two equivalents of a chiral thiol in diethyl ether solution. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0957-4166(97)00126-2

文献信息

• Efficient synthesis of chiral acetylene dithioethers in enantiomerically pure form
  作者：Jaume Balsells、Albert Moyano、Miquel A. Pericàs、Antoni Riera

  DOI：10.1016/s0957-4166(97)00126-2

  日期：1997.5

  Chiral acetylene dithioethers have been synthesized by the first time in enantiomerically pure form through a high yield (93-100%), one-pot procedure involving the successive treatment of trichloroethylene with three equivalents of lithium bis(trimethylsilyl)amide and two equivalents of a chiral thiol in diethyl ether solution. (C) 1997 Elsevier Science Ltd.