6-(p-carbethoxybenzyl)-3,3,10,10-tetramethyl-1,2-dithia-5,8-diazacyclodecane-N,N'-diacetic acid di-tert-butyl ester | 300765-98-4

• 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: 6-(p-carbethoxybenzyl)-3,3,10,10-tetramethyl-1,2-dithia-5,8-diazacyclodecane-N,N'-diacetic acid di-tert-butyl ester
• CAS: 300765-98-4
• 化学式: C₃₂H₅₂N₂O₆S₂
• 分子量: 624.907
• InChiKey: VZJYTQTWMWKHKP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.01
• 重原子数：
  42.0
• 可旋转键数：
  8.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.72
• 拓扑面积：
  85.38
• 氢给体数：
  0.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  6-(p-carbethoxybenzyl)-3,3,10,10-tetramethyl-1,2-dithia-5,8-diazacyclodecane-N,N'-diacetic acid di-tert-butyl ester 在 potassium tert-butylate 、 水 作用下， 以 乙醚 为溶剂， 反应 27.0h， 以77%的产率得到6-(p-carboxybenzyl)-3,3,10,10-tetramethyl-1,2-dithia-5,8-diazacyclodecane-N,N'-diacetic acid
  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：

  2-(p-carbomethoxybenzylidine)-2-benzamidoacetonitrile 在 镍 盐酸 、 氨 、 氢气 、 sodium cyanoborohydride 、 potassium carbonate 、 牛血清白蛋白 、 potassium iodide 作用下， 以 甲醇 、 乙醇 、 苯 为溶剂， 20.0~80.0 ℃ 、379.21 kPa 条件下， 反应 108.0h， 生成 6-(p-carbethoxybenzyl)-3,3,10,10-tetramethyl-1,2-dithia-5,8-diazacyclodecane-N,N'-diacetic acid di-tert-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