4-methoxy-undec-2-yn-1-ol | 83564-79-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 4-methoxy-undec-2-yn-1-ol
• 英文别名: 4-methoxyundec-2-yn-1-ol
• CAS: 83564-79-8
• 化学式: C₁₂H₂₂O₂
• 分子量: 198.305
• InChiKey: DIMBVJUNJBCROY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  14
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-methoxy-undec-2-yn-1-ol 在 三氟化硼乙醚 、 红铝 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 4.0h， 生成 (E)-N-tert-butoxycarbonyl-2-(undec-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
• 作为产物：
  描述：

  2-Undecyne, 1-(1-ethoxyethoxy)-4-methoxy- 在 4-甲基苯磺酸吡啶 作用下， 以 甲醇 为溶剂， 反应 12.0h， 以92%的产率得到4-methoxy-undec-2-yn-1-ol
  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

• A versatile method for the preparation of allenic alcohols
  作者：Gary E. Keck、R.R. Webb

  DOI：10.1016/s0040-4039(00)87530-9

  日期：1982.1

  A convenient three step procedure to a variety of allenic alcohols is described, which relies on a highly unusual partitioning between two reaction pathways depending on the mode of addition of a reagent.

  描述了一种方便的用于多种烯丙醇的三步法，其依赖于两种反应途径之间高度不寻常的分配，这取决于试剂的添加方式。
• KECK, G. E.;WEBB, R. R. ,, II, TETRAHEDRON LETT., 1982, 23, N 30, 3051-3054
  作者：KECK, G. E.、WEBB, R. R. ,, II

  DOI：——

  日期：——
• 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.