((tert-butoxycorbonyl)azanediyl)bis(but-3-ene-2,1-diyl) bis(2,2,2-trichloroacetimidate) | 1397708-30-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机碳酸及其衍生物
• 英文名称: ((tert-butoxycorbonyl)azanediyl)bis(but-3-ene-2,1-diyl) bis(2,2,2-trichloroacetimidate)
• CAS: 1397708-30-3
• 化学式: C₁₇H₂₃Cl₆N₃O₄
• 分子量: 546.105
• InChiKey: FDMMPJRUBWTBDM-PHIMTYICSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.06
• 重原子数：
  30.0
• 可旋转键数：
  8.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  95.7
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  ((tert-butoxycorbonyl)azanediyl)bis(but-3-ene-2,1-diyl) bis(2,2,2-trichloroacetimidate) 、 Alpha,Alpha-二甲基苄胺 在 bis(1,5-cyclooctadiene)diiridium(I) dichloride 作用下， 以 乙腈 为溶剂， 反应 16.0h， 以84.615%的产率得到
  参考文献：
  名称：

  An Efficient Synthesis of Bridged Heterocycles from an Ir(I) Bis-Amination/Ring-Closing Metathesis Sequence

  摘要：

  The amination of bis-allylic imidates using an Iridium(I) catalyst leads to the efficient formation of 2,6-divinyl heterocycles. Careful screening of amines, solvents, and conditions has led to the discovery of a system that favors formation of the desired cis products with synthetically useful levels of diastereoselectivity, and these results are further explained by computer based transition state energy calculations. Exposure of the heterocycles to ring-closing metathesis catalysts leads to the desired bridged heterocyclic systems.

  DOI：

  10.1021/ol302108m
• 作为产物：
  描述：

  tert-butyl 2,5-dihydropyrrole 在 四氧化锇 、 碘苯二乙酸 、 N-甲基吗啉氧化物 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 二氯甲烷 、 丙酮 为溶剂， 反应 55.33h， 生成 ((tert-butoxycorbonyl)azanediyl)bis(but-3-ene-2,1-diyl) bis(2,2,2-trichloroacetimidate)
  参考文献：
  名称：

  An Efficient Synthesis of Bridged Heterocycles from an Ir(I) Bis-Amination/Ring-Closing Metathesis Sequence

  摘要：

  The amination of bis-allylic imidates using an Iridium(I) catalyst leads to the efficient formation of 2,6-divinyl heterocycles. Careful screening of amines, solvents, and conditions has led to the discovery of a system that favors formation of the desired cis products with synthetically useful levels of diastereoselectivity, and these results are further explained by computer based transition state energy calculations. Exposure of the heterocycles to ring-closing metathesis catalysts leads to the desired bridged heterocyclic systems.

  DOI：

  10.1021/ol302108m