(11S)-6,11-dihydrobenzo[c][1]benzothiepin-11-ol | 360562-91-0

• 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: (11S)-6,11-dihydrobenzo[c][1]benzothiepin-11-ol
• CAS: 360562-91-0
• 化学式: C₁₄H₁₂OS
• 分子量: 228.315
• InChiKey: JLRRONOEUGUFFI-AWEZNQCLSA-N

物化性质

• 沸点：
  388.5±31.0 °C(Predicted)
• 密度：
  1.266±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  45.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  ((S)-2-Chloro-1-methyl-ethyl)-[2-(4-methoxy-phenyl)-ethyl]-methyl-amine 、 (11S)-6,11-dihydrobenzo[c][1]benzothiepin-11-ol 在 cesium hydroxide 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 2.5h， 以21%的产率得到(2S)-1-[[(11S)-6,11-dihydrobenzo[c][1]benzothiepin-11-yl]oxy]-N-[2-(4-methoxyphenyl)ethyl]-N-methylpropan-2-amine
  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 在 对甲苯磺酸 、 间氯过氧苯甲酸 作用下， 反应 20.0h， 生成 (11S)-6,11-dihydrobenzo[c][1]benzothiepin-11-ol
  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

文献信息

• 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
  作者：John E.G. Kemp、Robert A. Bass、Jon Bordner、Peter E. Cross、Roger F. Gammon、Jennifer A. Price

  DOI：10.1016/s0957-4166(01)00168-9

  日期：2001.5

  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.