4-nitrophenyl N-(4-t-butylbenzoyl)-3-aminopropionate | 190126-09-1

• 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: 4-nitrophenyl N-(4-t-butylbenzoyl)-3-aminopropionate
• 英文别名: (4-Nitrophenyl) 3-[(4-tert-butylbenzoyl)amino]propanoate
• CAS: 190126-09-1
• 化学式: C₂₀H₂₂N₂O₅
• 分子量: 370.405
• InChiKey: YUIZHFPRQBISEW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  27
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  101
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-nitrophenyl N-(4-t-butylbenzoyl)-3-aminopropionate 在 正丁胺 作用下， 生成 对硝基苯酚
  参考文献：
  名称：

  Dendrimer Poly(ethylenimine)s Linked to β-Cyclodextrin

  摘要：

  beta-Cyclodextrin was attached to two dendrimer poly(ethylenimine)s. The resulting cyclodextrin-containing dendrimers, CD-I and CD-II, can be considered either as dendrimers equipped with specific binding sites or as cyclodextrins containing amino groups around the cavities. Amines of CD-I and CD-II remarkably resisted protonation compared with those of the parent dendrimers. A compact conformation of CD-I or CD-II in which the dendrimer wraps itself around the cyclodextrin is proposed as a conformation consistent with the suppressed protonation. Esters containing t-butylphenyl groups were complexed by CD-I and CD-II and underwent fast deacylation. Kinetic data were obtained with several ester substrates, which revealed that two amino groups located in the vicinity of each cyclodextrin cavity of CD-I or CD-II participated as nucleophiles. In addition, optimum reactivity was attained when the spacer connecting the t-butylphenyl and the ester groups was -O-CH2- or -CH=CH-. Structures of the active sites for the accelerated deacylation of esters were elucidated on the basis of the kinetic data. (C) 1997 Academic Press.

  DOI：

  10.1006/bioo.1996.1054
• 作为产物：
  描述：

  对叔丁基苯甲酸 在 4-二甲氨基吡啶 、 sodium hydroxide 、 N,N'-二环己基碳二亚胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 12.0h， 生成 4-nitrophenyl N-(4-t-butylbenzoyl)-3-aminopropionate
  参考文献：
  名称：

  Dendrimer Poly(ethylenimine)s Linked to β-Cyclodextrin

  摘要：

  beta-Cyclodextrin was attached to two dendrimer poly(ethylenimine)s. The resulting cyclodextrin-containing dendrimers, CD-I and CD-II, can be considered either as dendrimers equipped with specific binding sites or as cyclodextrins containing amino groups around the cavities. Amines of CD-I and CD-II remarkably resisted protonation compared with those of the parent dendrimers. A compact conformation of CD-I or CD-II in which the dendrimer wraps itself around the cyclodextrin is proposed as a conformation consistent with the suppressed protonation. Esters containing t-butylphenyl groups were complexed by CD-I and CD-II and underwent fast deacylation. Kinetic data were obtained with several ester substrates, which revealed that two amino groups located in the vicinity of each cyclodextrin cavity of CD-I or CD-II participated as nucleophiles. In addition, optimum reactivity was attained when the spacer connecting the t-butylphenyl and the ester groups was -O-CH2- or -CH=CH-. Structures of the active sites for the accelerated deacylation of esters were elucidated on the basis of the kinetic data. (C) 1997 Academic Press.

  DOI：

  10.1006/bioo.1996.1054

文献信息

• Dendrimer Poly(ethylenimine)s Linked to β-Cyclodextrin
  作者：Junghun Suh、Sang Soo Hah、Sang Hee Lee

  DOI：10.1006/bioo.1996.1054

  日期：1997.2

  beta-Cyclodextrin was attached to two dendrimer poly(ethylenimine)s. The resulting cyclodextrin-containing dendrimers, CD-I and CD-II, can be considered either as dendrimers equipped with specific binding sites or as cyclodextrins containing amino groups around the cavities. Amines of CD-I and CD-II remarkably resisted protonation compared with those of the parent dendrimers. A compact conformation of CD-I or CD-II in which the dendrimer wraps itself around the cyclodextrin is proposed as a conformation consistent with the suppressed protonation. Esters containing t-butylphenyl groups were complexed by CD-I and CD-II and underwent fast deacylation. Kinetic data were obtained with several ester substrates, which revealed that two amino groups located in the vicinity of each cyclodextrin cavity of CD-I or CD-II participated as nucleophiles. In addition, optimum reactivity was attained when the spacer connecting the t-butylphenyl and the ester groups was -O-CH2- or -CH=CH-. Structures of the active sites for the accelerated deacylation of esters were elucidated on the basis of the kinetic data. (C) 1997 Academic Press.