3-[(4-Formyl-phenyl)-dimethyl-silanyl]-propionic acid methyl ester | 195454-13-8

• 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: 3-[(4-Formyl-phenyl)-dimethyl-silanyl]-propionic acid methyl ester
• 英文别名: methyl 3-[(4-formylphenyl)-dimethylsilyl]propanoate
• CAS: 195454-13-8
• 化学式: C₁₃H₁₈O₃Si
• 分子量: 250.37
• InChiKey: DOYMHJSMYORWAM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.98
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-[(4-Formyl-phenyl)-dimethyl-silanyl]-propionic acid methyl ester 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 3-{[4-({Acetyl-[2-(4-hydroxy-phenyl)-ethyl]-amino}-methyl)-phenyl]-dimethyl-silanyl}-propionic acid methyl ester
  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：

  2-{[(4-Hydroxymethyl-phenyl)-dimethyl-silanyl]-methyl}-malonic acid dimethyl ester 在 manganese(IV) oxide 作用下， 以 二氯甲烷 为溶剂， 反应 16.0h， 以89%的产率得到3-[(4-Formyl-phenyl)-dimethyl-silanyl]-propionic acid methyl ester
  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.