4-(1-氨基-3-乙氧基-3-氧代-1-丙烯)哌啶-1-羧酸-(E)-叔丁酯 | 521302-69-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 中文名称: 4-(1-氨基-3-乙氧基-3-氧代-1-丙烯)哌啶-1-羧酸-(E)-叔丁酯
• 英文名称: 4-((E)-1-Amino-2-ethoxycarbonyl-vinyl)-piperidine-1-carboxylic acid tert-butyl ester
• 英文别名: (E)-Tert-butyl 4-(1-amino-3-ethoxy-3-oxoprop-1-enyl)piperidine-1-carboxylate；tert-butyl 4-(1-amino-3-ethoxy-3-oxoprop-1-enyl)piperidine-1-carboxylate
• CAS: 521302-69-2
• 化学式: C₁₅H₂₆N₂O₄
• 分子量: 298.382
• InChiKey: HUDBPOBWBUYYIB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  81.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-(1-氨基-3-乙氧基-3-氧代-1-丙烯)哌啶-1-羧酸-(E)-叔丁酯 在 盐酸 、 sodium hydroxide 、 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 三乙胺 作用下， 以 1,4-二氧六环 、 甲醇 、 乙醇 、 乙腈 为溶剂， 生成
  参考文献：
  名称：

  The Bohlmann–Rahtz route to functionalised pyridine scaffolds and their use in library synthesis

  摘要：

  The Bohlmann-Rahtz reaction has been used to prepare 2,3,6-trisubstituted pyridines suitable for use in library synthesis. The synthesis of piperidine substituted nicotinic acid derivative 9 has been optimised and carried out on a large scale to give ca. 500 g of scaffold which was used in the generation of the pyridine library 11. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)00034-0
• 作为产物：
  描述：

  1-Boc-4-哌啶甲酸 在 乙酸铵 、 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 生成 4-(1-氨基-3-乙氧基-3-氧代-1-丙烯)哌啶-1-羧酸-(E)-叔丁酯
  参考文献：
  名称：

  The Bohlmann–Rahtz route to functionalised pyridine scaffolds and their use in library synthesis

  摘要：

  The Bohlmann-Rahtz reaction has been used to prepare 2,3,6-trisubstituted pyridines suitable for use in library synthesis. The synthesis of piperidine substituted nicotinic acid derivative 9 has been optimised and carried out on a large scale to give ca. 500 g of scaffold which was used in the generation of the pyridine library 11. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)00034-0

文献信息

• Cu-Catalyzed Denitrogenative Transannulation of 3-Aminoindazoles To Assemble 1-Aminoisoquinolines and 3-Aminobenzothiophenes
  作者：Yao Zhou、Ya Wang、Yixian Lou、Qiuling Song

  DOI：10.1021/acs.orglett.9b02288

  日期：2019.11.15

  We disclose a novel Cu-catalyzed denitrogenative transannulation of 3-aminoindazoles to afford diverse functionalized 3-aminobenzothiophenes and 1-aminoisoquinolines, in which denitrogenative transannulation of 3-aminoindazoles is reported for the first time. This transformation proceeds via an "extrude-and-sew" strategy with an unprecedented radical reactivity of 3-aminoindazoles.
• The Bohlmann–Rahtz route to functionalised pyridine scaffolds and their use in library synthesis
  作者：Katherine E. Bashford、Matthew B. Burton、Stuart Cameron、Anthony L. Cooper、Rebecca D. Hogg、Peter D. Kane、David A. MacManus、Christopher A. Matrunola、Christopher J. Moody、Avril A.B. Robertson、Mark R. Warne

  DOI：10.1016/s0040-4039(03)00034-0

  日期：2003.2

  The Bohlmann-Rahtz reaction has been used to prepare 2,3,6-trisubstituted pyridines suitable for use in library synthesis. The synthesis of piperidine substituted nicotinic acid derivative 9 has been optimised and carried out on a large scale to give ca. 500 g of scaffold which was used in the generation of the pyridine library 11. (C) 2003 Elsevier Science Ltd. All rights reserved.