(tert-butoxy)-N-[3-(2-hydroxypropyl)(4-pyridyl)]carboxamide | 257937-09-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: (tert-butoxy)-N-[3-(2-hydroxypropyl)(4-pyridyl)]carboxamide
• 英文别名: tert-butyl (3-(2-hydroxypropyl)pyridin-4-yl)carbamate；1,1-Dimethylethyl N-[3-(2-hydroxypropyl)-4-pyridinyl]carbamate；tert-butyl N-[3-(2-hydroxypropyl)pyridin-4-yl]carbamate
• CAS: 257937-09-0
• 化学式: C₁₃H₂₀N₂O₃
• 分子量: 252.313
• InChiKey: KFDMGCPJARZXHE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  71.4
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (tert-butoxy)-N-[3-(2-hydroxypropyl)(4-pyridyl)]carboxamide 在 lithium aluminium tetrahydride 、 三乙胺 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 5.33h， 生成 1,2-二甲基-2,3-二氢-1H-吡咯并[3,2-c]吡啶
  参考文献：
  名称：

  Configurationally Stable Biaryl Analogues of 4-(Dimethylamino)pyridine:  A Novel Class of Chiral Nucleophilic Catalysts

  摘要：

  A short synthetic approach toward a novel class of chiral nucleophilic catalysts, the dissymmetry of which stems from restricted rotation about an Ar-Ar bond, has been developed. The key steps of the synthesis include preparation of a nucleophilic 1-methyl-2-pyrrolino[3,2-c]pyridine core 16 by ortho-lithiation and creation of the biaryl axes via Suzuki cross-coupling reactions. Comparative HPLC studies of racemization for configurationally labile biaryls 31, 38, and 43 containing 1-methyl-2-pyrrolino[3,2-c]pyridine, 4-(dimethylamino)pyridine, and 4-(1-pyrrolidino)pyridine cores, respectively, have demonstrated that a pyrrolidino substituent ortho to the biaryl axis is optimal for slowing Ar-Ar rotation. Biaryls containing all three cores have been shown to retain DMAP-like catalytic activity in the acylation of a hindered alcohol. Biaryls 55 and 56, which are configurationally stable at ambient temperature, have also been prepared via modification of configurationally labile derivatives. Compounds 55 and 56 in optically pure form should provide a useful starting point for studies on catalytic asymmetric acyl transfer using atropisomeric analogues of DMAP.

  DOI：

  10.1021/jo991011h
• 作为产物：
  描述：

  4-(叔丁氧羰基氨基)吡啶 、 methyloxirane 在 叔丁基锂 作用下， 以 四氢呋喃 为溶剂， 以60%的产率得到(tert-butoxy)-N-[3-(2-hydroxypropyl)(4-pyridyl)]carboxamide
  参考文献：
  名称：

  [EN] INDOLE AND AZAINDOLE HALOALLYLAMINE DERIVATIVE INHIBITORS OF LYSYL OXIDASES AND USES THEREOF
  [FR] DÉRIVÉ D'HALOALLYLAMINES INDOLE ET AZAINDOLE COMME INHIBITEURS DE LYSYL OXYDASES, ET LEURS UTILISATIONS

  摘要：

  公开号：

  WO2017136871A9

文献信息

• Indole and azaindole haloallylamine derivative inhibitors of lysyl oxidases and uses thereof
  申请人：PHARMAXIS LTD.

  公开号：US10717734B2

  公开（公告）日：2020-07-21

  The present invention relates to novel compounds which are capable of inhibiting certain amine oxidase enzymes. These compounds are useful for treatment of a variety of indications, e.g., fibrosis, cancer and/or angiogenesis in human subjects as well as in pets and livestock. In addition, the present invention relates to pharmaceutical compositions containing these compounds, as well as various uses thereof.

  本发明涉及能够抑制某些胺氧化酶的新型化合物。这些化合物可用于治疗各种适应症，如人类、宠物和家畜的纤维化、癌症和/或血管生成。此外，本发明还涉及含有这些化合物的药物组合物及其各种用途。
• INDOLE AND AZAINDOLE HALOALLYLAMINE DERIVATIVE INHIBITORS OF LYSYL OXIDASES AND USES THEREOF
  申请人：PHARMAXIS LTD.

  公开号：US20190119269A1

  公开（公告）日：2019-04-25

  The present invention relates to novel compounds which are capable of inhibiting certain amine oxidase enzymes. These compounds are useful for treatment of a variety of indications, e.g., fibrosis, cancer and/or angiogenesis in human subjects as well as in pets and livestock. In addition, the present invention relates to pharmaceutical compositions containing these compounds, as well as various uses thereof.