(5R,6R)-tetraspiro[3.0.0.0.3.2.2.2]hexadecan-11-one | 675877-49-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (5R,6R)-tetraspiro[3.0.0.0.3.2.2.2]hexadecan-11-one
• 英文别名: (5R,6R)-tetraspiro[3.0.0.0.37.26.25.24]hexadecan-11-one
• CAS: 675877-49-3
• 化学式: C₁₆H₂₂O
• 分子量: 230.35
• InChiKey: OUJABVLTLKOSGK-CVEARBPZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  17
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (5R,6R)-tetraspiro[3.0.0.0.3.2.2.2]hexadecan-11-one 在 氢氧化钾 、 一水合肼 作用下， 以 二乙二醇 为溶剂， 反应 1.0h， 生成 (P)-tetraspiro[3.0.0.0.3.2.2.2]hexadecane
  参考文献：
  名称：

  A new approach to helical primary structures of four-membered rings: (P)- and (M)-tetraspiro[3.0.0.0.3.2.2.2]hexadecane

  摘要：

  A new approach to helical primary structures of four-membered rings uses a cycloaddition of a trimethylenketeniminium salt to suitable tailored methylenecyclobutanes to assemble the desired carbon framework. The results are short and effective syntheses of (M)-trispiro[3.0.0.3.2.2]tridecane [(M-5], and (P)- and (M)-tetraspiro[3.0.0.0.3.2.2.2]hexadecane [(P)- and (M)-24]. Unlike helices of three-membered rings, the specific rotation decreases, as the length of the helix increases. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2003.11.081
• 作为产物：
  描述：

  (+/-)-(5R,6R)-tetraspiro[3.0.0.0.3.2.2.2]hexadecan-11-one 在 硫酸 、 对甲苯磺酸 作用下， 以 苯 为溶剂， 反应 4.0h， 生成 (5R,6R)-tetraspiro[3.0.0.0.3.2.2.2]hexadecan-11-one
  参考文献：
  名称：

  A new approach to helical primary structures of four-membered rings: (P)- and (M)-tetraspiro[3.0.0.0.3.2.2.2]hexadecane

  摘要：

  A new approach to helical primary structures of four-membered rings uses a cycloaddition of a trimethylenketeniminium salt to suitable tailored methylenecyclobutanes to assemble the desired carbon framework. The results are short and effective syntheses of (M)-trispiro[3.0.0.3.2.2]tridecane [(M-5], and (P)- and (M)-tetraspiro[3.0.0.0.3.2.2.2]hexadecane [(P)- and (M)-24]. Unlike helices of three-membered rings, the specific rotation decreases, as the length of the helix increases. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2003.11.081

文献信息

• A new approach to helical primary structures of four-membered rings: (P)- and (M)-tetraspiro[3.0.0.0.3.2.2.2]hexadecane
  作者：Lutz Fitjer、Andreas Kanschik、Ralf Gerke

  DOI：10.1016/j.tet.2003.11.081

  日期：2004.1

  A new approach to helical primary structures of four-membered rings uses a cycloaddition of a trimethylenketeniminium salt to suitable tailored methylenecyclobutanes to assemble the desired carbon framework. The results are short and effective syntheses of (M)-trispiro[3.0.0.3.2.2]tridecane [(M-5], and (P)- and (M)-tetraspiro[3.0.0.0.3.2.2.2]hexadecane [(P)- and (M)-24]. Unlike helices of three-membered rings, the specific rotation decreases, as the length of the helix increases. (C) 2003 Elsevier Ltd. All rights reserved.