1-<4-<(tert-butyldimethylsilyl)oxy>phenyl>-3-methyl-4-phenylbutan-1-ol | 132777-13-0

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物
• 英文名称: 1-<4-<(tert-butyldimethylsilyl)oxy>phenyl>-3-methyl-4-phenylbutan-1-ol
• 英文别名: 1-{4-[(tert-butyldimethylsilyl)oxy]phenyl}-3-methyl-4-phenylbutan-1-ol；1-[4-[tert-butyl(dimethyl)silyl]oxyphenyl]-3-methyl-4-phenylbutan-1-ol
• CAS: 132777-13-0；132777-42-5
• 化学式: C₂₃H₃₄O₂Si
• 分子量: 370.607
• InChiKey: UZJUBPSNRPEYIU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.37
• 重原子数：
  26.0
• 可旋转键数：
  7.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  29.46
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  1-<4-<(tert-butyldimethylsilyl)oxy>phenyl>-3-methyl-4-phenylbutan-1-ol 在 四氯化钛 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 36.03h， 生成 trans-4-(3-methyl-1,2,3,4-tetrahydro-1-naphthyl)phenol
  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：

  4-溴苯酚 在 咪唑 、 叔丁基锂 作用下， 以 二氯甲烷 为溶剂， 反应 2.5h， 生成 1-<4-<(tert-butyldimethylsilyl)oxy>phenyl>-3-methyl-4-phenylbutan-1-ol
  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

• 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：——
• A systematic study of benzyl cation initiated cyclization reactions
  作者：Steven R. Angle、Michael S. Louie

  DOI：10.1021/jo00008a049

  日期：1991.4

  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.