N-benzyloxycarbonyl-2,2-dimethyl-1,3-propanediamine | 885954-22-3

• 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: N-benzyloxycarbonyl-2,2-dimethyl-1,3-propanediamine
• 英文别名: N-Cbz-2,2-dimethylpropane-1,3-diamine；benzyl N-(3-amino-2,2-dimethylpropyl)carbamate
• CAS: 885954-22-3
• 化学式: C₁₃H₂₀N₂O₂
• 分子量: 236.314
• InChiKey: BREMQJGDPINLKN-UHFFFAOYSA-N

物化性质

• 沸点：
  380.4±35.0 °C(Predicted)
• 密度：
  1.070±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  64.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  炔丙基脲 、 N-benzyloxycarbonyl-2,2-dimethyl-1,3-propanediamine 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以87%的产率得到N-(3-N'-benzyloxycarbonylamino-2,2-dimethylpropyl)-4-pentynamide
  参考文献：
  名称：

  A versatile PIFA-mediated approach to structurally diverse pyrrolo(benzo)diazepines from linear alkynylamides

  摘要：

  The addition of the hypervalent iodine reagent PIFA [phenyliodine(III) bis(trifluoroacetate)] to a series of properly substituted N-(3-aminopropyl)alkynylamides results in the efficient formation of a functionalized 5-aroyl-2-pyrrolidinone skeleton. By proper manipulations of the N(1)-substituents, through consecutive deprotection and/or reductive amination steps, a second cyclization process occurs yielding the target heterocycles. As it will be disclosed, the overall process is open to structural modifications that gives rise to a series of pyrrolo(benzo)diazepine derivatives. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.05.080
• 作为产物：
  描述：

  二甲基丙二胺 、 氯甲酸苄酯 以 二氯甲烷 为溶剂， 反应 26.92h， 以41%的产率得到N-benzyloxycarbonyl-2,2-dimethyl-1,3-propanediamine
  参考文献：
  名称：

  A versatile PIFA-mediated approach to structurally diverse pyrrolo(benzo)diazepines from linear alkynylamides

  摘要：

  The addition of the hypervalent iodine reagent PIFA [phenyliodine(III) bis(trifluoroacetate)] to a series of properly substituted N-(3-aminopropyl)alkynylamides results in the efficient formation of a functionalized 5-aroyl-2-pyrrolidinone skeleton. By proper manipulations of the N(1)-substituents, through consecutive deprotection and/or reductive amination steps, a second cyclization process occurs yielding the target heterocycles. As it will be disclosed, the overall process is open to structural modifications that gives rise to a series of pyrrolo(benzo)diazepine derivatives. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.05.080

文献信息

• Novel library synthesis of 3,4-disubstituted pyridin-2(1<i>H</i>)-ones via cleavage of pyridine-2-oxy-7-azabenzotriazole ethers under ionic hydrogenation conditions at room temperature
  作者：Romain Pierre、Anne Brethon、Sylvain A Jacques、Aurélie Blond、Sandrine Chambon、Sandrine Talano、Catherine Raffin、Branislav Musicki、Claire Bouix-Peter、Loic Tomas、Gilles Ouvry、Rémy Morgentin、Laurent F Hennequin、Craig S Harris

  DOI：10.3762/bjoc.17.16

  日期：——

  disubstituted pyridine-2(1H)-one kinase hinge-binder motif proved to be more challenging than anticipated requiring a significant investment in route scouting and optimization. This full paper focuses on the synthesis issues that we encountered during our route exploration and the original solutions we found that helped us to identify two optimized library-style processes to prepare our large kinase inhibitor library

  在我们手中，事实证明，有效地使用4-氨基-3-羧酰胺双取代的吡啶-2（1 H）-一个激酶铰链结合基序比预期的更具挑战性，而这需要对路线搜寻和优化进行大量投资。这篇完整的论文重点介绍了我们在路线探索过程中遇到的合成问题以及我们发现的原始解决方案，这些解决方案有助于我们识别出两种优化的文库式流程，以制备大型激酶抑制剂文库。