(+)-S,S-2,8-diiodo-6,12-dihydro-5,11-methanodibenzo[b,f ]-[1,5]diazocine*(+)-O,O′-dibenzoyl-D-tartaric acid | 1478192-82-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: (+)-S,S-2,8-diiodo-6,12-dihydro-5,11-methanodibenzo[b,f ]-[1,5]diazocine*(+)-O,O′-dibenzoyl-D-tartaric acid
• CAS: 1478192-82-3
• 化学式: C₁₅H₁₂I₂N₂*C₁₈H₁₄O₈
• 分子量: 832.387
• InChiKey: LDNNJYNBDAKMSJ-IODNYQNNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  45.0
• 可旋转键数：
  7.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  133.68
• 氢给体数：
  2.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  (+)-S,S-2,8-diiodo-6,12-dihydro-5,11-methanodibenzo[b,f ]-[1,5]diazocine*(+)-O,O′-dibenzoyl-D-tartaric acid 在 sodium carbonate 作用下， 以 二氯甲烷 、 水 为溶剂， 以98%的产率得到(+/-)-2,8-diiodo-6H,12H-5,11-methanodibenzo[b,f][1,5]diazocine
  参考文献：
  名称：

  Application of Crystallization-Induced Asymmetric Transformation to a General, Scalable Method for the Resolution of 2,8-Disubstituted Tröger’s Base Derivatives

  摘要：

  A general method for the gram scale resolution of 2-substituted and 2,8-disubstituted Troger's base (TB) derivatives in 63-91% yield has been achieved through the application of crystallization-induced asymmetric transformation (CIAT). Enantiomeric ratios of the resolved TB derivatives range from 99.1:0.9 to >99.5:0.5. Among the Troger's base compounds resolved are four synthetically valuable bromo and iodo derivatives.

  DOI：

  10.1021/jo401873x
• 作为产物：
  描述：

  D-二苯甲酰酒石酸 、 (+/-)-2,8-diiodo-6H,12H-5,11-methanodibenzo[b,f][1,5]diazocine 以 1,2-二氯乙烷 为溶剂， 反应 120.0h， 以79%的产率得到(+)-S,S-2,8-diiodo-6,12-dihydro-5,11-methanodibenzo[b,f ]-[1,5]diazocine*(+)-O,O′-dibenzoyl-D-tartaric acid
  参考文献：
  名称：

  Application of Crystallization-Induced Asymmetric Transformation to a General, Scalable Method for the Resolution of 2,8-Disubstituted Tröger’s Base Derivatives

  摘要：

  A general method for the gram scale resolution of 2-substituted and 2,8-disubstituted Troger's base (TB) derivatives in 63-91% yield has been achieved through the application of crystallization-induced asymmetric transformation (CIAT). Enantiomeric ratios of the resolved TB derivatives range from 99.1:0.9 to >99.5:0.5. Among the Troger's base compounds resolved are four synthetically valuable bromo and iodo derivatives.

  DOI：

  10.1021/jo401873x