Methyl 3-[4-[[[4-[[acetyl-[2-(4-hydroxyphenyl)ethyl]amino]methyl]phenyl]-dimethylsilyl]methoxy]phenyl]propanoate | 195454-08-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: Methyl 3-[4-[[[4-[[acetyl-[2-(4-hydroxyphenyl)ethyl]amino]methyl]phenyl]-dimethylsilyl]methoxy]phenyl]propanoate
• CAS: 195454-08-1
• 化学式: C₃₀H₃₇NO₅Si
• 分子量: 519.713
• InChiKey: QBCCOCDRTPMOQN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.62
• 重原子数：
  37
• 可旋转键数：
  13
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  76.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Methyl 3-[4-[[[4-[[acetyl-[2-(4-hydroxyphenyl)ethyl]amino]methyl]phenyl]-dimethylsilyl]methoxy]phenyl]propanoate 在 三氟乙酸 作用下， 反应 16.0h， 以70%的产率得到N-[[4-[[[4-[[acetyl-[2-(4-hydroxyphenyl)ethyl]amino]methyl]phenyl]-dimethylsilyl]oxy-dimethylsilyl]phenyl]methyl]-N-[2-(4-hydroxyphenyl)ethyl]acetamide
  参考文献：
  名称：

  Simple Silyl Linker for the Solid Phase Organic Synthesis of Aryl- Containing Molecules

  摘要：

  We have designed a simple (dimethylsilyl)propionic acid linker for the solid phase synthesis of aryl-containing organic compounds. The linker is cleaved smoothly with trifluoroacetic acid either in solution or in the vapor phase to release the unsubstituted aryl moiety, Using this linker, we have successfully demonstrated the solid phase synthesis of a test compound which involved alkylation, acylation, and Mitsunobu reactions.

  DOI：

  10.1021/jo9620472
• 作为产物：
  描述：

  Methyl 3-[4-[[(4-formylphenyl)-dimethylsilyl]methoxy]phenyl]propanoate 在 吡啶 、 sodium cyanoborohydride 、 溶剂黄146 作用下， 以 二氯甲烷 为溶剂， 反应 34.0h， 生成 Methyl 3-[4-[[[4-[[acetyl-[2-(4-hydroxyphenyl)ethyl]amino]methyl]phenyl]-dimethylsilyl]methoxy]phenyl]propanoate
  参考文献：
  名称：

  Simple Silyl Linker for the Solid Phase Organic Synthesis of Aryl- Containing Molecules

  摘要：

  We have designed a simple (dimethylsilyl)propionic acid linker for the solid phase synthesis of aryl-containing organic compounds. The linker is cleaved smoothly with trifluoroacetic acid either in solution or in the vapor phase to release the unsubstituted aryl moiety, Using this linker, we have successfully demonstrated the solid phase synthesis of a test compound which involved alkylation, acylation, and Mitsunobu reactions.

  DOI：

  10.1021/jo9620472

文献信息

• Simple Silyl Linker for the Solid Phase Organic Synthesis of Aryl- Containing Molecules
  作者：Kenneth A. Newlander、Balan Chenera、Daniel F. Veber、Nelson C. F. Yim、Michael L. Moore

  DOI：10.1021/jo9620472

  日期：1997.10.1

  We have designed a simple (dimethylsilyl)propionic acid linker for the solid phase synthesis of aryl-containing organic compounds. The linker is cleaved smoothly with trifluoroacetic acid either in solution or in the vapor phase to release the unsubstituted aryl moiety, Using this linker, we have successfully demonstrated the solid phase synthesis of a test compound which involved alkylation, acylation, and Mitsunobu reactions.