tert-butyl N-[2-[[1-(butylamino)-1-oxopentan-2-yl]-[2-[(2-methylpropan-2-yl)oxycarbonylamino]benzoyl]amino]phenyl]carbamate | 1146961-11-6

• 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: tert-butyl N-[2-[[1-(butylamino)-1-oxopentan-2-yl]-[2-[(2-methylpropan-2-yl)oxycarbonylamino]benzoyl]amino]phenyl]carbamate
• CAS: 1146961-11-6
• 化学式: C₃₂H₄₆N₄O₆
• 分子量: 582.74
• InChiKey: GZOFTLODVCIRQF-UHFFFAOYSA-N

物化性质

• 沸点：
  668.5±55.0 °C(predicted)
• 密度：
  1.157±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  42
• 可旋转键数：
  15
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  126
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  tert-butyl N-[2-[[1-(butylamino)-1-oxopentan-2-yl]-[2-[(2-methylpropan-2-yl)oxycarbonylamino]benzoyl]amino]phenyl]carbamate 在 三氟乙酸 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 0.08h， 生成 C₂₂H₂₈N₄O
  参考文献：
  名称：

  An efficient solution phase synthesis of triazadibenzoazulenones: ‘designer isonitrile free’ methodology enabled by microwaves

  摘要：

  A novel two-step solution phase protocol for the synthesis of arrays of triazadibenzoazulenones is reported. The methodology employs the Ugi reaction to assemble desired diversity and acid treatment enables two tandem ring closing transformations. The order of ring closure is shown to be key for optimal conversion to the desired tetra-cyclic product and initially proceeds through a benzimidazole intermediate, followed by second ring closure to give the desired fused benzodiazepine. The two-step protocol is further facilitated by microwave irradiation. Prudent selection of the isonitrile reagent enables the correct order of ring forming events. As such the methodology represents the first example of a post-condensation Ugi modification that employs two internal amino nucleophiles. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.02.099
• 作为产物：
  描述：

  异腈基正丁烷 、 2-(N-叔丁氧羰基氨基)苯甲酸 、 正丁醛 、 N-Boc-1,2-亚苯基二胺 以 甲醇 为溶剂， 反应 0.08h， 以63%的产率得到tert-butyl N-[2-[[1-(butylamino)-1-oxopentan-2-yl]-[2-[(2-methylpropan-2-yl)oxycarbonylamino]benzoyl]amino]phenyl]carbamate
  参考文献：
  名称：

  An efficient solution phase synthesis of triazadibenzoazulenones: ‘designer isonitrile free’ methodology enabled by microwaves

  摘要：

  A novel two-step solution phase protocol for the synthesis of arrays of triazadibenzoazulenones is reported. The methodology employs the Ugi reaction to assemble desired diversity and acid treatment enables two tandem ring closing transformations. The order of ring closure is shown to be key for optimal conversion to the desired tetra-cyclic product and initially proceeds through a benzimidazole intermediate, followed by second ring closure to give the desired fused benzodiazepine. The two-step protocol is further facilitated by microwave irradiation. Prudent selection of the isonitrile reagent enables the correct order of ring forming events. As such the methodology represents the first example of a post-condensation Ugi modification that employs two internal amino nucleophiles. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.02.099

文献信息

• An efficient solution phase synthesis of triazadibenzoazulenones: ‘designer isonitrile free’ methodology enabled by microwaves
  作者：Christopher Hulme、Shashi Chappeta、Chris Griffith、Yeon-Sun Lee、Justin Dietrich

  DOI：10.1016/j.tetlet.2009.02.099

  日期：2009.4

  A novel two-step solution phase protocol for the synthesis of arrays of triazadibenzoazulenones is reported. The methodology employs the Ugi reaction to assemble desired diversity and acid treatment enables two tandem ring closing transformations. The order of ring closure is shown to be key for optimal conversion to the desired tetra-cyclic product and initially proceeds through a benzimidazole intermediate, followed by second ring closure to give the desired fused benzodiazepine. The two-step protocol is further facilitated by microwave irradiation. Prudent selection of the isonitrile reagent enables the correct order of ring forming events. As such the methodology represents the first example of a post-condensation Ugi modification that employs two internal amino nucleophiles. (C) 2009 Elsevier Ltd. All rights reserved.