(R)-2-((R)-6-methyl-4H-benzo[f]pyrrolo[1,2-a][1,4]diazepin-5(6H)-yl)-2-phenylethanol | 1449427-02-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯二氮卓类
• 英文名称: (R)-2-((R)-6-methyl-4H-benzo[f]pyrrolo[1,2-a][1,4]diazepin-5(6H)-yl)-2-phenylethanol
• 英文别名: (2R)-2-[(6R)-6-methyl-4,6-dihydropyrrolo[1,2-a][1,4]benzodiazepin-5-yl]-2-phenylethanol
• CAS: 1449427-02-4
• 化学式: C₂₁H₂₂N₂O
• 分子量: 318.418
• InChiKey: DYXCXWCOKNPBLT-IERDGZPVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  28.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (R)-2-((R)-6-methyl-4H-benzo[f]pyrrolo[1,2-a][1,4]diazepin-5(6H)-yl)-2-phenylethanol 在 palladium 10% on activated carbon 、 氢气 作用下， 以 乙醇 为溶剂， 反应 16.0h， 以40 mg的产率得到(R)-6-methyl-5,6-dihydro-4H-benzo[f]pyrrolo[1,2-a][1,4]-diazepine
  参考文献：
  名称：

  Developments in Meyers’ Lactamization Methodology: En Route to Bi(hetero)aryl Structures with Defined Axial Chirality

  摘要：

  Highly atroposelective Meyers' lactamization promoted by pivalic acid under microwave irradiation is reported which allows the construction of nonracemic substituted-dibenzo(di)azepine derivatives through a center to axial chirality transfer principle, controlling the otherwise configurationally labile biaryl axis. This approach provides a straightforward entry to enantioenriched analogues of biorelevant architectures.

  DOI：

  10.1021/jo401259w
• 作为产物：
  描述：

  2-吡咯甲酸甲酯 在 aluminum (III) chloride 、 copper(l) iodide 、 lithium aluminium tetrahydride 、 potassium carbonate 、 (1R,2R)-(-)-N,N'-二甲基-1,2-环己二胺 、 三甲基乙酸 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 6.5h， 生成 (R)-2-((R)-6-methyl-4H-benzo[f]pyrrolo[1,2-a][1,4]diazepin-5(6H)-yl)-2-phenylethanol
  参考文献：
  名称：

  Developments in Meyers’ Lactamization Methodology: En Route to Bi(hetero)aryl Structures with Defined Axial Chirality

  摘要：

  Highly atroposelective Meyers' lactamization promoted by pivalic acid under microwave irradiation is reported which allows the construction of nonracemic substituted-dibenzo(di)azepine derivatives through a center to axial chirality transfer principle, controlling the otherwise configurationally labile biaryl axis. This approach provides a straightforward entry to enantioenriched analogues of biorelevant architectures.

  DOI：

  10.1021/jo401259w

文献信息

• Developments in Meyers’ Lactamization Methodology: En Route to Bi(hetero)aryl Structures with Defined Axial Chirality
  作者：Svetlana Postikova、Mohamad Sabbah、Daniel Wightman、Ich Tuan Nguyen、Morgane Sanselme、Thierry Besson、Jean-François Brière、Sylvain Oudeyer、Vincent Levacher

  DOI：10.1021/jo401259w

  日期：2013.8.16

  Highly atroposelective Meyers' lactamization promoted by pivalic acid under microwave irradiation is reported which allows the construction of nonracemic substituted-dibenzo(di)azepine derivatives through a center to axial chirality transfer principle, controlling the otherwise configurationally labile biaryl axis. This approach provides a straightforward entry to enantioenriched analogues of biorelevant architectures.