Adamantane-1,3-dicarboxylic acid bis-[(S)-2-(adamantan-1-ylcarbamoyl)-2-amino-ethyl] ester | 467443-97-6

• 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: Adamantane-1,3-dicarboxylic acid bis-[(S)-2-(adamantan-1-ylcarbamoyl)-2-amino-ethyl] ester
• 英文别名: bis[(2S)-3-(1-adamantylamino)-2-amino-3-oxopropyl] adamantane-1,3-dicarboxylate
• CAS: 467443-97-6
• 化学式: C₃₈H₅₆N₄O₆
• 分子量: 664.886
• InChiKey: IPOSCCGICNYOKE-XDERALQFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  48
• 可旋转键数：
  12
• 环数：
  12.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  163
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  3,3'-氧基二丙酰二氯 、 Adamantane-1,3-dicarboxylic acid bis-[(S)-2-(adamantan-1-ylcarbamoyl)-2-amino-ethyl] ester 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 以63%的产率得到(5S,15S)-5-N,15-N-bis(1-adamantyl)-2,7,13,18-tetraoxo-3,10,17-trioxa-6,14-diazatetracyclo[17.5.1.11,21.119,23]heptacosane-5,15-dicarboxamide
  参考文献：
  名称：

  Design, synthesis and membrane ion transport properties of cystine- and serine-based cyclo -4-oxa-heptane-1,7-bisamides

  摘要：

  A new class of cyclobisamides, having the general profile of amino acid (cystine or serine)-ether composites, as potentially efficient ion transporters has been designed and synthesized. In model membranes, the adamantane harboring composites exhibited 57-66% of gramicidin A activity in ion transport. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)00979-6
• 作为产物：
  描述：

  [(S)-1-(Adamantan-1-ylcarbamoyl)-2-hydroxy-ethyl]-carbamic acid benzyl ester 在 palladium on activated charcoal 氢气 作用下， 生成 Adamantane-1,3-dicarboxylic acid bis-[(S)-2-(adamantan-1-ylcarbamoyl)-2-amino-ethyl] ester
  参考文献：
  名称：

  Design, synthesis and membrane ion transport properties of cystine- and serine-based cyclo -4-oxa-heptane-1,7-bisamides

  摘要：

  A new class of cyclobisamides, having the general profile of amino acid (cystine or serine)-ether composites, as potentially efficient ion transporters has been designed and synthesized. In model membranes, the adamantane harboring composites exhibited 57-66% of gramicidin A activity in ion transport. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)00979-6

文献信息

• Design, synthesis and membrane ion transport properties of cystine- and serine-based cyclo -4-oxa-heptane-1,7-bisamides
  作者：Darshan Ranganathan、Manoj P Samant、R Nagaraj、E Bikshapathy

  DOI：10.1016/s0040-4039(02)00979-6

  日期：2002.7

  A new class of cyclobisamides, having the general profile of amino acid (cystine or serine)-ether composites, as potentially efficient ion transporters has been designed and synthesized. In model membranes, the adamantane harboring composites exhibited 57-66% of gramicidin A activity in ion transport. (C) 2002 Elsevier Science Ltd. All rights reserved.