N-butyl-1,5,3-dioxazepane | 1356487-14-3

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N-butyl-1,5,3-dioxazepane
• 英文别名: N-(n-butyl)-1,5,3-dioxazepane；3-n-butyl-1,5,3-dioxazepane；3-Butyl-1,5,3-dioxazepane；3-butyl-1,5,3-dioxazepane
• CAS: 1356487-14-3
• 化学式: C₈H₁₇NO₂
• 分子量: 159.228
• InChiKey: PALFUMOFYXZBIQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  21.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-butyl-1,5,3-dioxazepane 在 copper(l) chloride 作用下， 以 甲苯 为溶剂， 反应 12.0h， 生成 N-butyl-10-(piperidin-1-yl)-N-[10-(piperidin-1-yl)deca-2,8-diyn-1-yl]deca-2,8-diyn-1-amine
  参考文献：
  名称：

  α，ω-二乙炔的催化氨甲基化合成N-取代的四炔丙基胺

  摘要：

  已开发出一种催化方法，用于通过α，ω-二乙炔与1,5,3-二恶唑酮，醛（苯甲醛，甲醛）和环状仲胺的反应合成N-取代的四炔丙基胺。

  DOI：

  10.1007/s10593-019-02425-5
• 作为产物：
  描述：

  聚合甲醛 、 乙二醇 、 正丁胺 以 苯 为溶剂， 以97%的产率得到N-butyl-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

• Efficient one-pot method for the synthesis of bis-propargylamines by the reaction of terminal acetylenes with 1,5,3-dioxazepanes catalyzed by cоpper chloride
  作者：Guzel R. Khabibullina、Firuza T. Zaynullina、Diana S. Karamzina、Askhat G. Ibragimov、Usein M. Dzhemilev

  DOI：10.1016/j.tet.2017.03.015

  日期：2017.4

  An efficient method for the synthesis of N-substituted bis-propargylamines and bis(alkadiynyl)amines was developed. The method consists of the CuCl-catalyzed aminomethylation of terminal acetylenes and α,ω-diacetylenes with N-substituted 1,5,3-dioxazepanes.

  开发了一种合成N-取代的双-炔丙基胺和双（链二炔基）胺的有效方法。该方法由末端乙炔和α，ω-二乙炔经N-取代的1,5,3-二恶唑烷酮的CuCl催化氨基甲基化组成。
• One-pot synthesis of azacyclodiynes by reaction of α,ω-diacetylenes with 1,5,3-dioxazepanes using copper-containing catalysts
  作者：Guzel R. Khabibullina、Firuza T. Zaynullina、Boris I. Kutepov、Askhat G. Ibragimov、Usein M. Dzhemilev

  DOI：10.1007/s10593-018-2235-9

  日期：2018.1

  An effective method has been developed for the synthesis of cyclic propargylamines by aminomethylation of alpha,omega-diacetylenes with N-alkyl-substituted 1,5,3-dioxazepanes in the presence of copper-containing catalysts.
• 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.
• Synthesis of N-substituted tetrapropargylamines by catalytic aminomethylation of α,ω-diacetylenes
  作者：Guzel R. Khabibullina、Firuza T. Zaynullina、Tatyana V. Tyumkina、Marat F. Abdullin、Askhat G. Ibragimov

  DOI：10.1007/s10593-019-02425-5

  日期：2019.1

  A catalytic method was developed for the synthesis of N-substituted tetrapropargylamines by reactions of α,ω-diacetylenes with 1,5,3-dioxazepanes, aldehydes (benzaldehydes, formaldehyde), and cyclic secondary amines.

  已开发出一种催化方法，用于通过α，ω-二乙炔与1,5,3-二恶唑酮，醛（苯甲醛，甲醛）和环状仲胺的反应合成N-取代的四炔丙基胺。