Bromo-acetic acid trimethylsilanylmethyl ester | 869222-57-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: Bromo-acetic acid trimethylsilanylmethyl ester
• 英文别名: Trimethylsilylmethyl 2-bromoacetate
• CAS: 869222-57-1
• 化学式: C₆H₁₃BrO₂Si
• 分子量: 225.158
• InChiKey: UWNCKYMNBJGCFY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  10
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  Bromo-acetic acid trimethylsilanylmethyl ester 在 sodium carbonate 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 生成 (Triphenyl-λ⁵-phosphanylidene)-acetic acid trimethylsilanylmethyl ester
  参考文献：
  名称：

  Phosphine-Catalyzed Synthesis of 1,3-Dioxan-4-ylidenes

  摘要：

  A phosphine-catalyzed reaction of an allenoate with aldehydes furnished (2,6-diaryl-[1,3]dioxan-4-ylidene)-acetates 4 in excellent to moderate yields with complete diastereoselectivity and high E/Z-selectivities. Upon removal of the acetal functionality in this domino reaction product 4, delta-hydroxy-beta-ketoester 11 was obtained. The reported vinylphosphonium-based approach provides a new way to achieve a synthesis of 6-hydroxy-beta-ketoesters that differs from the classical dianion-based approach.

  DOI：

  10.1021/ol050203y
• 作为产物：
  描述：

  三甲基硅基甲醇 、 溴乙酰溴 在 三乙胺 作用下， 生成 Bromo-acetic acid trimethylsilanylmethyl ester
  参考文献：
  名称：

  Phosphine-Catalyzed Synthesis of 1,3-Dioxan-4-ylidenes

  摘要：

  A phosphine-catalyzed reaction of an allenoate with aldehydes furnished (2,6-diaryl-[1,3]dioxan-4-ylidene)-acetates 4 in excellent to moderate yields with complete diastereoselectivity and high E/Z-selectivities. Upon removal of the acetal functionality in this domino reaction product 4, delta-hydroxy-beta-ketoester 11 was obtained. The reported vinylphosphonium-based approach provides a new way to achieve a synthesis of 6-hydroxy-beta-ketoesters that differs from the classical dianion-based approach.

  DOI：

  10.1021/ol050203y