bis[2-(2-methoxyethoxy)ethyl] N-benzyloxycarbonyl-L-aspartate | 646530-52-1

• 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-methoxyethoxy)ethyl] N-benzyloxycarbonyl-L-aspartate
• 英文别名: bis[2-(2-methoxyethoxy)ethyl] (2S)-2-(phenylmethoxycarbonylamino)butanedioate
• CAS: 646530-52-1
• 化学式: C₂₂H₃₃NO₁₀
• 分子量: 471.505
• InChiKey: YYILZLHDOBVKRV-IBGZPJMESA-N

物化性质

• 沸点：
  571.2±50.0 °C(Predicted)
• 密度：
  1.183±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  33
• 可旋转键数：
  21
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  128
• 氢给体数：
  1
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  bis[2-(2-methoxyethoxy)ethyl] N-benzyloxycarbonyl-L-aspartate 在 palladium on activated charcoal 吡啶 、 1,4-环己二烯 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 3.5h， 生成 bis[2-(2-methoxyethoxy)ethyl] (2S)-2-[[2-bis(trimethylsilyloxy)phosphorylacetyl]amino]butanedioate
  参考文献：
  名称：

  Synthesis and biological evaluation of S-acyl-3-thiopropyl prodrugs of N-phosphonoacetyl-?-aspartate (PALA)

  摘要：

  The synthesis of new prodrugs of PALA characterised by the presence of S-acyl-3-thiopropyl, as enzyme-labile groups on the phosphonate moiety of PALA, is reported. The cytotoxic activities of PALA prodrugs were determined against human cell line (SW1573 lung carcinoma cells). A number of prodrugs bearing S-pivaloyl as acyl groups displayed cytotoxic activity in the same order of magnitude of PALA. (C) 2003 Editions scientifiques et medicales Elsevier SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2003.07.002
• 作为产物：
  描述：

  二乙二醇单甲醚 、 N-CBZ-L-天冬氨酸 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 以75%的产率得到bis[2-(2-methoxyethoxy)ethyl] N-benzyloxycarbonyl-L-aspartate
  参考文献：
  名称：

  Synthesis and biological evaluation of S-acyl-3-thiopropyl prodrugs of N-phosphonoacetyl-?-aspartate (PALA)

  摘要：

  The synthesis of new prodrugs of PALA characterised by the presence of S-acyl-3-thiopropyl, as enzyme-labile groups on the phosphonate moiety of PALA, is reported. The cytotoxic activities of PALA prodrugs were determined against human cell line (SW1573 lung carcinoma cells). A number of prodrugs bearing S-pivaloyl as acyl groups displayed cytotoxic activity in the same order of magnitude of PALA. (C) 2003 Editions scientifiques et medicales Elsevier SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2003.07.002

文献信息

• Synthesis and biological evaluation of S-acyl-3-thiopropyl prodrugs of N-phosphonoacetyl-?-aspartate (PALA)
  作者：V Gagnard

  DOI：10.1016/j.ejmech.2003.07.002

  日期：2003.10

  The synthesis of new prodrugs of PALA characterised by the presence of S-acyl-3-thiopropyl, as enzyme-labile groups on the phosphonate moiety of PALA, is reported. The cytotoxic activities of PALA prodrugs were determined against human cell line (SW1573 lung carcinoma cells). A number of prodrugs bearing S-pivaloyl as acyl groups displayed cytotoxic activity in the same order of magnitude of PALA. (C) 2003 Editions scientifiques et medicales Elsevier SAS. All rights reserved.