1-triisopropylsilyloxy-6-[β-(trimethylsilyl)ethoxymethoxy]hexane

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: 1-triisopropylsilyloxy-6-[β-(trimethylsilyl)ethoxymethoxy]hexane
• 英文别名: Trimethyl-[2-[6-tri(propan-2-yl)silyloxyhexoxymethoxy]ethyl]silane
• 化学式: C₂₁H₄₈O₃Si₂
• 分子量: 404.781
• InChiKey: FDPRDYIAOIIIKJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.07
• 重原子数：
  26
• 可旋转键数：
  16
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-triisopropylsilyloxy-6-[β-(trimethylsilyl)ethoxymethoxy]hexane 在 四溴化碳 作用下， 以 甲醇 为溶剂， 反应 18.0h， 以89%的产率得到1,6-己二醇
  参考文献：
  名称：

  An Efficient and Highly Selective Deprotecting Method for β-(Trimethylsilyl)ethoxymethyl Ethers

  摘要：

  A series of beta-(trimethylsilyl)ethoxymethyl ethers were hydrolyzed to their corresponding alcohols in high yields by using a catalytic amount of CBr4 (15%) in MeOH under refluxing reaction conditions. The chemoselective deprotection between trialkylsilyl and beta-(trimethylsilyl)ethoxymethyl-protected alcohols can be achieved by using an alcohol with steric hindrance such as iPrOH. The selectivity also can be achieved in the CBr4/MeOH reaction mixture under ultrasonic reaction conditions.o

  DOI：

  10.1021/jo0107204

文献信息

• Novel Deprotection of SEM Ethers:  A Very Mild and Selective Method Using Magnesium Bromide
  作者：Alexandros Vakalopoulos、H. M. R. Hoffmann

  DOI：10.1021/ol0057784

  日期：2000.5.1

  New lability and stability sequences have been established for multifunctional substrates containing SEM ether group(s) by a MgBr(2)/Et(2)O/MeNO(2) deprotection protocol.

  通过MgBr（2）/ Et（2）O / MeNO（2）脱保护方案，已为包含SEM醚基的多功能底物建立了新的不稳定性和稳定性序列。
• An Efficient and Highly Selective Deprotecting Method for β-(Trimethylsilyl)ethoxymethyl Ethers
  作者：Ming-Yi Chen、Adam Shih-Yuan Lee

  DOI：10.1021/jo0107204

  日期：2002.2.1

  A series of beta-(trimethylsilyl)ethoxymethyl ethers were hydrolyzed to their corresponding alcohols in high yields by using a catalytic amount of CBr4 (15%) in MeOH under refluxing reaction conditions. The chemoselective deprotection between trialkylsilyl and beta-(trimethylsilyl)ethoxymethyl-protected alcohols can be achieved by using an alcohol with steric hindrance such as iPrOH. The selectivity also can be achieved in the CBr4/MeOH reaction mixture under ultrasonic reaction conditions.o