(6R,7R)-3-benzyl-6,7-dimethyl-1,5,3-dioxazepane | 1356487-18-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (6R,7R)-3-benzyl-6,7-dimethyl-1,5,3-dioxazepane
• CAS: 1356487-18-7
• 化学式: C₁₃H₁₉NO₂
• 分子量: 221.299
• InChiKey: NSJBTITVBSRYPQ-VXGBXAGGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.23
• 重原子数：
  16.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  21.7
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (6R,7R)-3-benzyl-6,7-dimethyl-1,5,3-dioxazepane 、 2-环己酮甲酸乙酯 在 甲基三氯硅烷 作用下， 以 二氯甲烷 为溶剂， 以36%的产率得到(1RS,5RS)-ethyl 3-benzyl-9-oxo-3-azabicyclo[3.3.1]nonane-1-carboxylate
  参考文献：
  名称：

  An efficient synthesis of 3-alkyl-1,5,3-dioxazepanes and their use as electrophiles in double-Mannich reactions

  摘要：

  An efficient synthesis of 3-alkyl 1,5,3-dioxazepanes was developed for subsequent use in double-Mannich reactions with a variety of carbon-based nucleophiles. It was found that addition of methyltrichlorosilane to the dioxazepane led to a long-lasting reactive species that reacted rapidly with acid-sensitive ketones and beta-ketoesters to afford azabicyclo[3.3.1]nonanes in good yield. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.11.090
• 作为产物：
  描述：

  聚合甲醛 、 (2R,3R)-(-)-2,3-丁二醇 、 苄胺 以 甲苯 为溶剂， 以27%的产率得到(6R,7R)-3-benzyl-6,7-dimethyl-1,5,3-dioxazepane
  参考文献：
  名称：

  An efficient synthesis of 3-alkyl-1,5,3-dioxazepanes and their use as electrophiles in double-Mannich reactions

  摘要：

  An efficient synthesis of 3-alkyl 1,5,3-dioxazepanes was developed for subsequent use in double-Mannich reactions with a variety of carbon-based nucleophiles. It was found that addition of methyltrichlorosilane to the dioxazepane led to a long-lasting reactive species that reacted rapidly with acid-sensitive ketones and beta-ketoesters to afford azabicyclo[3.3.1]nonanes in good yield. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.11.090

文献信息

• An efficient synthesis of 3-alkyl-1,5,3-dioxazepanes and their use as electrophiles in double-Mannich reactions
  作者：Kevin Sparrow、David Barker、Margaret A. Brimble

  DOI：10.1016/j.tet.2011.11.090

  日期：2012.1

  An efficient synthesis of 3-alkyl 1,5,3-dioxazepanes was developed for subsequent use in double-Mannich reactions with a variety of carbon-based nucleophiles. It was found that addition of methyltrichlorosilane to the dioxazepane led to a long-lasting reactive species that reacted rapidly with acid-sensitive ketones and beta-ketoesters to afford azabicyclo[3.3.1]nonanes in good yield. (C) 2011 Elsevier Ltd. All rights reserved.