methyl 7-(4-hydroxyphenyl)-7-<<(methoxyethoxy)methyl>oxy>-3-oxoheptanoate | 127461-72-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: methyl 7-(4-hydroxyphenyl)-7-<<(methoxyethoxy)methyl>oxy>-3-oxoheptanoate
• 英文别名: methyl 7-(4-hydroxyphenyl)-7-(2-methoxyethoxymethoxy)-3-oxoheptanoate
• CAS: 127461-72-7
• 化学式: C₁₈H₂₆O₇
• 分子量: 354.4
• InChiKey: OGXDXSFWZOIPOH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.37
• 重原子数：
  25.0
• 可旋转键数：
  13.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  91.29
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  methyl 7-(4-hydroxyphenyl)-7-<<(methoxyethoxy)methyl>oxy>-3-oxoheptanoate 在 二甲基亚砜 、 三氟乙酸 、 lithium bromide 作用下， 以 氯仿 为溶剂， 反应 1.0h， 生成 3-(4-hydroxyphenyl)cyclohexanone
  参考文献：
  名称：

  A systematic study of benzyl cation initiated cyclization reactions

  摘要：

  A systematic investigation of benzyl cation initiated cyclization reactions to form six-membered carbocycles is presented. The generation of benzyl cations from benzylic bromides, ethers, and alcohols followed by intramolecular capture provided good yields of cyclized products by use of several different cyclization terminators (e.g., phenyl, alkene, beta-keto ester). A study on the effect of changing the electronic nature of substituents para to the benzyl cation showed that even electron-withdrawing substituents such as quaternary ammonium afford high yields of cyclization products. The formation of five- and seven-membered carbocycles was briefly investigated and found to be less general than the formation of the corresponding six-membered carbocycles.

  DOI：

  10.1021/jo00008a049
• 作为产物：
  描述：

  对羟基苯甲醛 在 吡啶 、 咪唑 、 lithium aluminium tetrahydride 、 正丁基锂 、 四丁基氟化铵 、 sodium hydride 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 7.25h， 生成 methyl 7-(4-hydroxyphenyl)-7-<<(methoxyethoxy)methyl>oxy>-3-oxoheptanoate
  参考文献：
  名称：

  A systematic study of benzyl cation initiated cyclization reactions

  摘要：

  A systematic investigation of benzyl cation initiated cyclization reactions to form six-membered carbocycles is presented. The generation of benzyl cations from benzylic bromides, ethers, and alcohols followed by intramolecular capture provided good yields of cyclized products by use of several different cyclization terminators (e.g., phenyl, alkene, beta-keto ester). A study on the effect of changing the electronic nature of substituents para to the benzyl cation showed that even electron-withdrawing substituents such as quaternary ammonium afford high yields of cyclization products. The formation of five- and seven-membered carbocycles was briefly investigated and found to be less general than the formation of the corresponding six-membered carbocycles.

  DOI：

  10.1021/jo00008a049

文献信息

• Cationic cyclization reactions initiated by stabilized benzyl cations
  作者：Steven R. Angle、Michael S. Louie

  DOI：10.1016/s0040-4039(00)76185-5

  日期：1989.1

  The in situ generation of stabilized benzyl cations and their subsequent use in cyclization reactions with a monosubstituted benzene, a furan and a β-keto ester terminators is described.

  描述了稳定的苄基阳离子的原位产生及其在与单取代的苯，呋喃和β-酮酸酯终止剂的环化反应中的后续应用。
• ANGLE, STEVEN R.;LOUIE, MICHAEL S., TETRAHEDRON LETT., 30,(1989) N2, C. 5741-5744
  作者：ANGLE, STEVEN R.、LOUIE, MICHAEL S.

  DOI：——

  日期：——
• ANGLE, STEVEN R.;LOUIE, MICHAEL S., J. ORG. CHEM., 56,(1991) N, C. 2853-2866
  作者：ANGLE, STEVEN R.、LOUIE, MICHAEL S.

  DOI：——

  日期：——