(Z)-N-tert-butoxycarbonyl-2-(4’-methoxy-4’-methylpent-2’-en-1’-yloxy)piperidine | 1427072-43-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: (Z)-N-tert-butoxycarbonyl-2-(4’-methoxy-4’-methylpent-2’-en-1’-yloxy)piperidine
• 英文别名: tert-butyl 2-[(Z)-4-methoxy-4-methylpent-2-enoxy]piperidine-1-carboxylate
• CAS: 1427072-43-2
• 化学式: C₁₇H₃₁NO₄
• 分子量: 313.437
• InChiKey: PLDWXFNDBFBERM-LUAWRHEFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  22
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  48
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (Z)-N-tert-butoxycarbonyl-2-(4’-methoxy-4’-methylpent-2’-en-1’-yloxy)piperidine 在 2,2,6,6-四甲基哌啶 、 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 12.0h， 以81%的产率得到(E)-N-tert-butoxycarbonyl-2-(4′-methylpenta-1′,3′-dien-1′-yloxy)piperidine
  参考文献：
  名称：

  1,4-Elimination/Brønsted acid catalyzed aza-Ferrier reaction sequence as an entry to β-amino-β,γ-unsaturated aldehydes

  摘要：

  The 1,4-elimination reaction of (Z)-N-Boc-2-(4-methoxy-2-alkenyloxy)amines with Bronsted acids catalyzed aza-Ferrier reaction of the 1,4-eliminated product, thus obtained, afforded various beta-amino-beta,gamma-unsaturated aldehydes. The scope and limitation of this sequential reaction are described. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.01.088
• 作为产物：
  描述：

  1-Boc-2-哌啶酮 在 三氟化硼乙醚 、 红铝 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 2.0h， 生成 (Z)-N-tert-butoxycarbonyl-2-(4’-methoxy-4’-methylpent-2’-en-1’-yloxy)piperidine
  参考文献：
  名称：

  1,4-Elimination/Brønsted acid catalyzed aza-Ferrier reaction sequence as an entry to β-amino-β,γ-unsaturated aldehydes

  摘要：

  The 1,4-elimination reaction of (Z)-N-Boc-2-(4-methoxy-2-alkenyloxy)amines with Bronsted acids catalyzed aza-Ferrier reaction of the 1,4-eliminated product, thus obtained, afforded various beta-amino-beta,gamma-unsaturated aldehydes. The scope and limitation of this sequential reaction are described. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.01.088

文献信息

• 1,4-Elimination/Brønsted acid catalyzed aza-Ferrier reaction sequence as an entry to β-amino-β,γ-unsaturated aldehydes
  作者：Eiji Tayama、Kouki Horikawa、Hajime Iwamoto、Eietsu Hasegawa

  DOI：10.1016/j.tet.2013.01.088

  日期：2013.4

  The 1,4-elimination reaction of (Z)-N-Boc-2-(4-methoxy-2-alkenyloxy)amines with Bronsted acids catalyzed aza-Ferrier reaction of the 1,4-eliminated product, thus obtained, afforded various beta-amino-beta,gamma-unsaturated aldehydes. The scope and limitation of this sequential reaction are described. (C) 2013 Elsevier Ltd. All rights reserved.