(2-Bromo-1-phenylethoxy)(tert-butyl)dimethylsilane | 245759-94-8

• 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: (2-Bromo-1-phenylethoxy)(tert-butyl)dimethylsilane
• 英文别名: (2-bromo-1-phenylethoxy)-tert-butyl-dimethylsilane
• CAS: 245759-94-8
• 化学式: C₁₄H₂₃BrOSi
• 分子量: 315.326
• InChiKey: NNEFCXKALXTXHV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.14
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (2-Bromo-1-phenylethoxy)(tert-butyl)dimethylsilane 在 乙醇 、 四丁基氟化铵 、 sodium 作用下， 反应 12.0h， 生成 N-Boc-S-(2-phenyl-2-hydroxyethyl)-L-cysteine
  参考文献：
  名称：

  A facile one-pot synthesis of the very useful building blocks N-Boc-S-alkylatedcysteines

  摘要：

  A convenient one-pot method for the synthesis of N-Boc protected S-alkylcysteines, useful intermediates for the solution-phase synthesis of glutathione-conjugates and modified peptides is presented, together with the reactivity of epoxides, halohydrins and alpha-halo carbonyl derivatives towards the sulfur nucleophile of the substrate. The reactions with alpha-halo esters lead to thiomorpholinocarboxylic acids which are interesting potential inhibitors of transport systems. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00528-1
• 作为产物：
  描述：

  2-溴-1-苯乙醇 、 叔丁基二甲基氯硅烷 在 咪唑 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以94%的产率得到(2-Bromo-1-phenylethoxy)(tert-butyl)dimethylsilane
  参考文献：
  名称：

  A facile one-pot synthesis of the very useful building blocks N-Boc-S-alkylatedcysteines

  摘要：

  A convenient one-pot method for the synthesis of N-Boc protected S-alkylcysteines, useful intermediates for the solution-phase synthesis of glutathione-conjugates and modified peptides is presented, together with the reactivity of epoxides, halohydrins and alpha-halo carbonyl derivatives towards the sulfur nucleophile of the substrate. The reactions with alpha-halo esters lead to thiomorpholinocarboxylic acids which are interesting potential inhibitors of transport systems. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00528-1