1-(p-carbethoxybenzyl)-N,N'-[1,1-dimethyl-1-(p-methoxybenzylthio)ethyl]ethylenediamine-N,N'-diacetic acid di-t-butyl ester | 300765-92-8

• 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: 1-(p-carbethoxybenzyl)-N,N'-[1,1-dimethyl-1-(p-methoxybenzylthio)ethyl]ethylenediamine-N,N'-diacetic acid di-t-butyl ester
• CAS: 300765-92-8
• 化学式: C₄₈H₇₀N₂O₈S₂
• 分子量: 867.224
• InChiKey: XZIMLSIGIYWBEK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.5
• 重原子数：
  60.0
• 可旋转键数：
  23.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  103.84
• 氢给体数：
  0.0
• 氢受体数：
  12.0

反应信息

• 作为反应物：
  描述：

  1-(p-carbethoxybenzyl)-N,N'-[1,1-dimethyl-1-(p-methoxybenzylthio)ethyl]ethylenediamine-N,N'-diacetic acid di-t-butyl ester 在 氢氧化钾 、 水 作用下， 以 乙二醇二甲醚 为溶剂， 反应 1.0h， 以80%的产率得到1-(p-carboxybenzyl)-N,N'-[1,1-dimethyl-1-(p-methoxybenzylthio)ethyl]ethylenediamine-N,N'-diacetic acid di-t-butyl ester
  参考文献：
  名称：

  Synthesis of a New Diaminodithiol Bifunctional Chelator for Radiolabeling Biomolecules with Indium(III)

  摘要：

  The synthesis of a new bifunctional ligand 1-(p-carboxybenzyl)-N,N'-bis-[1,1-dimethyl-1-(p-methoxybenzylthio)ethyl]-ethylenediamine-N,N'-diacetic acid, di-t-butyl ester (1, nbi6ss) is described. It consists of a carboxybenzyl group substituted on a carbon atom of the ethylenediamine moiety of a hexadentate ligand, which has been found to have a very high affinity for In(III). The gem-dimethylthiol groups and the carboxylic acid groups of the ligand were protected by groups that can be removed under mild conditions after conjugation to a peptide or protein. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)00424-5
• 作为产物：
  描述：

  4-{2,3-Bis-[2-(4-methoxy-benzylsulfanyl)-2-methyl-prop-(E)-ylideneamino]-propyl}-benzoic acid ethyl ester 在 2,6-二甲基吡啶 、 sodium cyanoborohydride 作用下， 以 甲醇 为溶剂， 反应 25.5h， 生成 1-(p-carbethoxybenzyl)-N,N'-[1,1-dimethyl-1-(p-methoxybenzylthio)ethyl]ethylenediamine-N,N'-diacetic acid di-t-butyl ester
  参考文献：
  名称：

  Synthesis of a New Diaminodithiol Bifunctional Chelator for Radiolabeling Biomolecules with Indium(III)

  摘要：

  The synthesis of a new bifunctional ligand 1-(p-carboxybenzyl)-N,N'-bis-[1,1-dimethyl-1-(p-methoxybenzylthio)ethyl]-ethylenediamine-N,N'-diacetic acid, di-t-butyl ester (1, nbi6ss) is described. It consists of a carboxybenzyl group substituted on a carbon atom of the ethylenediamine moiety of a hexadentate ligand, which has been found to have a very high affinity for In(III). The gem-dimethylthiol groups and the carboxylic acid groups of the ligand were protected by groups that can be removed under mild conditions after conjugation to a peptide or protein. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)00424-5