(3-chloro-5-methoxy-4-(triisopropylsilyloxy)phenyl)methanol | 1449746-51-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (3-chloro-5-methoxy-4-(triisopropylsilyloxy)phenyl)methanol
• 英文别名: [3-Chloro-5-methoxy-4-tri(propan-2-yl)silyloxyphenyl]methanol
• CAS: 1449746-51-3
• 化学式: C₁₇H₂₉ClO₃Si
• 分子量: 344.954
• InChiKey: RQXKBQLYTJGBQE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  22
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  tert-butyl(3-chloro-5-methoxy-4-(triisopropylsilyloxy)benzyloxy)dimethylsilane 在 copper(ll) sulfate pentahydrate 作用下， 以 甲醇 为溶剂， 反应 0.25h， 以95%的产率得到(3-chloro-5-methoxy-4-(triisopropylsilyloxy)phenyl)methanol
  参考文献：
  名称：

  Selective deprotection of TBDMS alkyl ethers in the presence of TIPS or TBDPS phenyl ethers by catalytic CuSO4·5H2O in methanol

  摘要：

  TBDMS alkyl ethers are efficiently cleaved to the corresponding hydroxyl compounds upon heating (conventional or microwave) in methanol solution containing 20 mol % CuSO4 center dot 5H(2)O. Intramolecular chemoselective experiments showed that TBDMS alkyl ethers are selectively cleaved in the presence of TIPS or TBDPS aryl ethers. Competition experiments also showed that TBDMS alkyl ethers were selectively cleaved in the presence of TBDPS alkyl ethers. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.07.074

文献信息

• Cerium(IV) sulfate tetrahydrate: a catalytic and highly chemoselective deprotection of THP, MOM, and BOM ethers
  作者：Davir González-Calderón、Carlos A. González-González、Aydeé Fuentes-Benítez、Erick Cuevas-Yáñez、David Corona-Becerril、Carlos González-Romero

  DOI：10.1016/j.tetlet.2013.10.117

  日期：2013.12

  methoxymethyl (MOM), and benzyloxymethyl (BOM) phenyl/alkyl ethers were efficiently cleaved to the corresponding parent hydroxyl compounds in good yields using catalytic amounts of Ce(SO4)2·4H2O by microwave-assisted or conventional heating in methanol solution. Intramolecular and competitive experiments demonstrated the chemoselective deprotection of THP ethers in the presence of triisopropylsilyl (TIPS)

  四氢吡喃基（THP），甲氧基甲基（MOM）和苄氧基甲基（BOM）苯基/烷基醚通过微波辅助催化作用或催化量的Ce（SO 4）2 ·4H 2 O被有效地裂解成相应的母体羟基化合物。常规在甲醇溶液中加热。分子内和竞争实验表明，在三异丙基甲硅烷基（TIPS）和叔丁基二苯基甲硅烷基（TBDPS）苯基醚存在下，THP醚的化学选择性脱保护。