[Ethoxycarbonylmethyl-(2-{2-[2-(toluene-4-sulfonyloxy)-ethoxy]-ethoxy}-ethyl)-amino]-acetic acid ethyl ester | 211382-22-8

• 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: [Ethoxycarbonylmethyl-(2-{2-[2-(toluene-4-sulfonyloxy)-ethoxy]-ethoxy}-ethyl)-amino]-acetic acid ethyl ester
• CAS: 211382-22-8
• 化学式: C₂₁H₃₃NO₉S
• 分子量: 475.56
• InChiKey: AOBMBMJKFKBLDH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.16
• 重原子数：
  32.0
• 可旋转键数：
  17.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  117.67
• 氢给体数：
  0.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  [Ethoxycarbonylmethyl-(2-{2-[2-(toluene-4-sulfonyloxy)-ethoxy]-ethoxy}-ethyl)-amino]-acetic acid ethyl ester 、 2''''',3''''''-Diethoxy-2',2'',2''',2''''-tetramethyl-[1,1';4',4'';1'',1''';4''',4'''';1'''',1''''';4''''',1'''''']septiphenyl-4-ol 在 caesium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 14.0h， 以63%的产率得到[(2-{2-[2-(2''''',3''''''-Diethoxy-2',2'',2''',2''''-tetramethyl-[1,1';4',4'';1'',1''';4''',4'''';1'''',1''''';4''''',1'''''']septiphenyl-4-yloxy)-ethoxy]-ethoxy}-ethyl)-ethoxycarbonylmethyl-amino]-acetic acid ethyl ester
  参考文献：
  名称：

  Synthesis of asymmetric septi-(p-phenylene)s

  摘要：

  In this Letter, we describe the synthesis of two amphiphilic septi(p-phenylene)s, One terminus of each rigid-rod scaffold is linked through a spacer to a hydrophilic IDA-subunit, the two benzenes at the other terminus carry hydrophobic substituents of different size. These synthetic receptor models are expected to mimic biological processes that occur at cell membranes. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)01041-7
• 作为产物：
  描述：

  亚氨基二乙酸二乙酯 、 三乙二醇二(对甲苯磺酸酯) 在 三乙胺 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 24.0h， 以69%的产率得到[Ethoxycarbonylmethyl-(2-{2-[2-(toluene-4-sulfonyloxy)-ethoxy]-ethoxy}-ethyl)-amino]-acetic acid ethyl ester
  参考文献：
  名称：

  Synthesis of asymmetric septi-(p-phenylene)s

  摘要：

  In this Letter, we describe the synthesis of two amphiphilic septi(p-phenylene)s, One terminus of each rigid-rod scaffold is linked through a spacer to a hydrophilic IDA-subunit, the two benzenes at the other terminus carry hydrophobic substituents of different size. These synthetic receptor models are expected to mimic biological processes that occur at cell membranes. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)01041-7

文献信息

• Direct evidence for the importance of hydrophobic mismatch for cell membrane recognition
  作者：Bereket Ghebremariam、Vladimir Sidorov、Stefan Matile

  DOI：10.1016/s0040-4039(99)00006-4

  日期：1999.2

  In this Letter, we describe the synthesis of amphiphilic oligo(p-phenylene)s from 31 to 44 Angstrom length and delineate the interaction of these rigid-rod molecules with lipid bilayers using fluorescence quenching methods. The results demonstrate high importance of hydrophobic mismatch for selective cell membrane recognition by rigid-rod molecules. (C) 1999 Elsevier Science Ltd. All rights reserved.