(1R,2S,4R,6S,7R)-4-(5,11-Dihydro-10-thia-dibenzo[a,d]cyclohepten-5-yloxy)-1,10,10-trimethyl-3-oxa-tricyclo[5.2.1.02,6]decane | 360562-81-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并硫平类
• 英文名称: (1R,2S,4R,6S,7R)-4-(5,11-Dihydro-10-thia-dibenzo[a,d]cyclohepten-5-yloxy)-1,10,10-trimethyl-3-oxa-tricyclo[5.2.1.02,6]decane
• CAS: 360562-81-8
• 化学式: C₂₆H₃₀O₂S
• 分子量: 406.589
• InChiKey: MYIUEXMDMLOVCV-PPIRGRQRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.59
• 重原子数：
  29.0
• 可旋转键数：
  2.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  18.46
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (1R,2S,4R,6S,7R)-4-(5,11-Dihydro-10-thia-dibenzo[a,d]cyclohepten-5-yloxy)-1,10,10-trimethyl-3-oxa-tricyclo[5.2.1.02,6]decane 在 cesium hydroxide 、 间氯过氧苯甲酸 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 22.5h， 生成
  参考文献：
  名称：

  Rational resolution of the isosteric enantiomers of 6,11-dihydrodibenzo[b,e]thiepin-11-ol and conversion to the two isosteric diastereoisomers of the calcium channel blocker UK-74,756

  摘要：

  Sulfoxidation of the (+)-Noe-lactol derivative of racemic 6,11-dihydrodibenzo[h,e]thiepin-11-ol broke the isosterism and converted an inseparable mixture of two compounds into a separable mixture of four. X-Ray structural determination on one of these and subsequent manipulation provided resolved 6,11-dihydrodibenzo[b,e]thiepin-11-ol and all four sulfoxides in known configurations, and enabled the resolution by synthesis of the two isosteric diastereoisomers of the calcium channel blocker UK-74,756. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(01)00168-9
• 作为产物：
  描述：

  6,11-dihydrodibenzo[b,e]thiepin-11-ol 、 (+)-欧沃豪斯邻位羟基内醚®二聚物 在 对甲苯磺酸 作用下， 以53%的产率得到(1R,2S,4R,6S,7R)-4-(5,11-Dihydro-10-thia-dibenzo[a,d]cyclohepten-5-yloxy)-1,10,10-trimethyl-3-oxa-tricyclo[5.2.1.02,6]decane
  参考文献：
  名称：

  Rational resolution of the isosteric enantiomers of 6,11-dihydrodibenzo[b,e]thiepin-11-ol and conversion to the two isosteric diastereoisomers of the calcium channel blocker UK-74,756

  摘要：

  Sulfoxidation of the (+)-Noe-lactol derivative of racemic 6,11-dihydrodibenzo[h,e]thiepin-11-ol broke the isosterism and converted an inseparable mixture of two compounds into a separable mixture of four. X-Ray structural determination on one of these and subsequent manipulation provided resolved 6,11-dihydrodibenzo[b,e]thiepin-11-ol and all four sulfoxides in known configurations, and enabled the resolution by synthesis of the two isosteric diastereoisomers of the calcium channel blocker UK-74,756. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(01)00168-9