Benzoic acid, 4-((trimethylsilyl)amino)-, ethyl ester | 59096-06-9

• 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: Benzoic acid, 4-((trimethylsilyl)amino)-, ethyl ester
• 英文别名: ethyl 4-(trimethylsilylamino)benzoate
• CAS: 59096-06-9
• 化学式: C₁₂H₁₉NO₂Si
• 分子量: 237.374
• InChiKey: MBUKPTCGZZRZQR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.11
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Benzoic acid, 4-((trimethylsilyl)amino)-, ethyl ester 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 四氯化碳 为溶剂， 反应 5.0h， 生成
  参考文献：
  名称：

  Synthetic Application of Aminosilanes: Selective Bromination of Anilines via Reaction of Anilinosilanes withN-Bromosuccinimide

  摘要：

  DOI：

  10.1055/s-1982-29770
• 作为产物：
  描述：

  六甲基二硅氮烷 、 苯佐卡因 在 硫酸 作用下， 反应 0.5h， 以97%的产率得到Benzoic acid, 4-((trimethylsilyl)amino)-, ethyl ester
  参考文献：
  名称：

  Organosilicon synthesis of isocyanates: III. Synthesis of aliphatic, carbocyclic, aromatic, and alkylaromatic isocyanatocatboxylic acid esters

  摘要：

  A series of aminoacid esters was prepared by treating the aminoacid suspensions in ethanol with thionyl chloride. Best conversion of aminoacid esters to corresponding isocyanates was achieved in the case of aromatic and carbocyclic aminoesters by phosgeneation of their N-silyl derivatives, and in the case of aliphatic and alkylaromatic aminoesters by phosgeneation of O-silyl or N,O-bissilylurethanes on their basis. In the last case additional step of esterification of the by-products isocyanatoalkylcarboxylic acid chlorides is reqired after phosgeneation. Unusual generation of cynnamates and intramolecular N -> O-migration of trimethylsilyl group in the solutions of silylated alkylaromatic beta-aminoacid esters were found.

  DOI：

  10.1134/s1070363206070115

文献信息

• ANDO, WATARU;TSUMAKI, HIDETOSHI, SYNTHESIS, BRD, 1982, N 4, 263-264
  作者：ANDO, WATARU、TSUMAKI, HIDETOSHI

  DOI：——

  日期：——
• OLOVYANISHNIKOVA Z. A.; GALKIN O. M.; YASHUNSKIJ V. G.; DAVIDOVICH YU. A., XIMIYA GETEROTSIKL. SOEDIN., 1978, HO 10, 1335-1339
  作者：OLOVYANISHNIKOVA Z. A.、 GALKIN O. M.、 YASHUNSKIJ V. G.、 DAVIDOVICH YU. A.

  DOI：——

  日期：——
• Organosilicon synthesis of isocyanates: III. Synthesis of aliphatic, carbocyclic, aromatic, and alkylaromatic isocyanatocatboxylic acid esters
  作者：A. V. Lebedev、A. B. Lebedeva、V. D. Sheludyakov、S. N. Ovcharuk、E. A. Kovaleva、O. L. Ustinova

  DOI：10.1134/s1070363206070115

  日期：2006.7

  A series of aminoacid esters was prepared by treating the aminoacid suspensions in ethanol with thionyl chloride. Best conversion of aminoacid esters to corresponding isocyanates was achieved in the case of aromatic and carbocyclic aminoesters by phosgeneation of their N-silyl derivatives, and in the case of aliphatic and alkylaromatic aminoesters by phosgeneation of O-silyl or N,O-bissilylurethanes on their basis. In the last case additional step of esterification of the by-products isocyanatoalkylcarboxylic acid chlorides is reqired after phosgeneation. Unusual generation of cynnamates and intramolecular N -> O-migration of trimethylsilyl group in the solutions of silylated alkylaromatic beta-aminoacid esters were found.
• Synthetic Application of Aminosilanes: Selective Bromination of Anilines via Reaction of Anilinosilanes with<i>N</i>-Bromosuccinimide
  作者：Wataru Ando、Hidetoshi Tsumaki

  DOI：10.1055/s-1982-29770

  日期：——