(Bis-{2-[2-({2-[2-(2-tert-butoxycarbonylamino-ethoxy)-ethoxy]-ethylcarbamoyl}-methoxy)-acetoxy]-ethyl}-amino)-acetic acid tert-butyl ester | 660441-09-8

• 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: (Bis-{2-[2-({2-[2-(2-tert-butoxycarbonylamino-ethoxy)-ethoxy]-ethylcarbamoyl}-methoxy)-acetoxy]-ethyl}-amino)-acetic acid tert-butyl ester
• CAS: 660441-09-8
• 化学式: C₄₀H₇₃N₅O₁₈
• 分子量: 912.042
• InChiKey: MOHCVFVAKCVXBT-UHFFFAOYSA-N

物化性质

• 沸点：
  940.1±65.0 °C(Predicted)
• 密度：
  1.167±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  63.0
• 可旋转键数：
  34.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  272.38
• 氢给体数：
  4.0
• 氢受体数：
  19.0

反应信息

• 作为反应物：
  描述：

  三氟乙酸 、 (Bis-{2-[2-({2-[2-(2-tert-butoxycarbonylamino-ethoxy)-ethoxy]-ethylcarbamoyl}-methoxy)-acetoxy]-ethyl}-amino)-acetic acid tert-butyl ester 以 二氯甲烷 为溶剂， 反应 2.0h， 生成 (Bis-{2-[2-({2-[2-(2-amino-ethoxy)-ethoxy]-ethylcarbamoyl}-methoxy)-acetoxy]-ethyl}-amino)-acetic acid tert-butyl ester; compound with trifluoro-acetic acid
  参考文献：
  名称：

  A New Aliphatic Amino Prodrug System for the Delivery of Small Molecules and Proteins Utilizing Novel PEG Derivatives

  摘要：

  A new amino PEG prodrug system, based entirely on aliphatic structures, has been designed using ester derivatives easily synthesized from N-modified bis-N-2-hydroxyethylglycinamides. Hydrolysis of the various promoiety bonds, in vivo, regenerated amine in a predictable manner. Thus, a novel new methodology for controlled release of amino-containing drugs, peptides, and proteins has been accomplished. This work demonstrates the usefulness of a PEG prodrug strategy that results in solubilization of insoluble amino-containing drugs and provides prodrugs with relatively long circulating half-lives. It can be appreciated that this novel system should also be applicable for nonpolymer-containing prodrugs as well.

  DOI：

  10.1021/jm030369+
• 作为产物：
  描述：

  2-(2-(2-氨基乙氧基)乙氧基)乙基氨基甲酸叔丁酯 在 4-二甲氨基吡啶 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 scandium tris(trifluoromethanesulfonate) 作用下， 以 二氯甲烷 为溶剂， 反应 18.0h， 生成 (Bis-{2-[2-({2-[2-(2-tert-butoxycarbonylamino-ethoxy)-ethoxy]-ethylcarbamoyl}-methoxy)-acetoxy]-ethyl}-amino)-acetic acid tert-butyl ester
  参考文献：
  名称：

  A New Aliphatic Amino Prodrug System for the Delivery of Small Molecules and Proteins Utilizing Novel PEG Derivatives

  摘要：

  A new amino PEG prodrug system, based entirely on aliphatic structures, has been designed using ester derivatives easily synthesized from N-modified bis-N-2-hydroxyethylglycinamides. Hydrolysis of the various promoiety bonds, in vivo, regenerated amine in a predictable manner. Thus, a novel new methodology for controlled release of amino-containing drugs, peptides, and proteins has been accomplished. This work demonstrates the usefulness of a PEG prodrug strategy that results in solubilization of insoluble amino-containing drugs and provides prodrugs with relatively long circulating half-lives. It can be appreciated that this novel system should also be applicable for nonpolymer-containing prodrugs as well.

  DOI：

  10.1021/jm030369+