(3RS)-3-dimethyl(phenyl)silyl-5-oxo-hexanoic acid | 504413-95-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (3RS)-3-dimethyl(phenyl)silyl-5-oxo-hexanoic acid
• 英文别名: 3-[Dimethyl(phenyl)silyl]-5-oxohexanoic acid
• CAS: 504413-95-0
• 化学式: C₁₄H₂₀O₃Si
• 分子量: 264.397
• InChiKey: LXNAXRPIBJAVEG-UHFFFAOYSA-N

物化性质

• 沸点：
  408.4±35.0 °C(predicted)
• 密度：
  1.06±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.43
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (3RS)-3-dimethyl(phenyl)silyl-5-oxo-hexanoic acid 在 4-二甲氨基吡啶 、 disodium hydrogenphosphate 、 间氯过氧苯甲酸 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 生成 [4-(Benzylamino)-2-[dimethyl(phenyl)silyl]-4-oxobutyl] acetate
  参考文献：
  名称：

  An expeditious synthesis of a β-silylethanol anchoring group by a silicon directed Baeyer–Villiger oxidation on solid-phase

  摘要：

  A concise synthesis of a beta-silylethanol anchoring group on an aminomethylated Merrifield resin has been achieved from 3-dimethyl(phenyl)silyl-5-oxohexanoic acid featuring a solid-phase silicon directed Baeyer-Villiger oxidation of a beta-silylketone as the key step. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)02319-5
• 作为产物：
  描述：

  ethyl 2-ethoxycarbonyl-3-dimethyl(phenyl)silyl-2-propenoate 在 sodium hydroxide 、 水 、 二乙胺 、 sodium chloride 作用下， 以 甲醇 、 水 、 二甲基亚砜 为溶剂， 反应 43.5h， 生成 (3RS)-3-dimethyl(phenyl)silyl-5-oxo-hexanoic acid
  参考文献：
  名称：

  A Rapid and Efficient Synthesis of a Bifunctional β‐Silylketone, Precursor for a Solid Supported β‐Silylethanol Anchoring Group

  摘要：

  A concise synthesis of 3-dimethyl(phenyl)silyl-5-oxo-hexanoic acid 1, the precursor for a solid supported beta-silylethanol anchoring group has been achieved from ethyl 2-ethoxycarbonyl-3-dimethyl(phenyl)silyl-2-propenoate 2 featuring amino acid catalysed Michael addition of acetone as the key step.

  DOI：

  10.1081/scc-120027279

文献信息

• A Rapid and Efficient Synthesis of a Bifunctional β‐Silylketone, Precursor for a Solid Supported β‐Silylethanol Anchoring Group
  作者：Sonali M. Date、Prema Iyer、Sunil K. Ghosh

  DOI：10.1081/scc-120027279

  日期：2004.12.31

  A concise synthesis of 3-dimethyl(phenyl)silyl-5-oxo-hexanoic acid 1, the precursor for a solid supported beta-silylethanol anchoring group has been achieved from ethyl 2-ethoxycarbonyl-3-dimethyl(phenyl)silyl-2-propenoate 2 featuring amino acid catalysed Michael addition of acetone as the key step.
• An expeditious synthesis of a β-silylethanol anchoring group by a silicon directed Baeyer–Villiger oxidation on solid-phase
  作者：Prema Iyer、Sunil K. Ghosh

  DOI：10.1016/s0040-4039(02)02319-5

  日期：2002.12

  A concise synthesis of a beta-silylethanol anchoring group on an aminomethylated Merrifield resin has been achieved from 3-dimethyl(phenyl)silyl-5-oxohexanoic acid featuring a solid-phase silicon directed Baeyer-Villiger oxidation of a beta-silylketone as the key step. (C) 2002 Elsevier Science Ltd. All rights reserved.