(S)-6-Benzyloxycarbonylamino-2-(4-{4-[bis-(2-chloro-ethyl)-amino]-phenyl}-butyrylamino)-hexanoic acid tert-butyl ester | 616883-55-7

• 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: (S)-6-Benzyloxycarbonylamino-2-(4-{4-[bis-(2-chloro-ethyl)-amino]-phenyl}-butyrylamino)-hexanoic acid tert-butyl ester
• CAS: 616883-55-7
• 化学式: C₃₂H₄₅Cl₂N₃O₅
• 分子量: 622.632
• InChiKey: KTBIWNWROGHYKH-NDEPHWFRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.22
• 重原子数：
  42.0
• 可旋转键数：
  18.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  96.97
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (S)-6-Benzyloxycarbonylamino-2-(4-{4-[bis-(2-chloro-ethyl)-amino]-phenyl}-butyrylamino)-hexanoic acid tert-butyl ester 在 palladium on activated charcoal N-甲基吗啉 、 氢气 、 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 生成
  参考文献：
  名称：

  Enabling ScFvs as multi-drug carriers: A dendritic approach

  摘要：

  To enable scFvs as multi-drug carriers, we designed and synthesized dendritic linker molecules bearing up to nine chlorambucil residues at the branch ends. A maleimide group was used at the focal point of the dendron for easy linkage to the scFv. Originally designed molecules showed poor water solubility. To address this problem, a lysine residue with an unprotected carboxylic acid group was inserted into the dendron branches. The new molecules showed excellent water solubility and are now suitable for conjugation. Such dendritic molecules will allow studies to understand the relationship between the drug/antibody ratio and the potency of the immunoconjugates. The dendritic approach could also be applied to drugs other than chlorambucil and carriers other than scFvs to greatly increase the drug/carrier ratio. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(03)00057-9
• 作为产物：
  描述：

  N-Ε-苄氧羰基-L-赖氨酸叔丁酯盐酸盐 、 苯丁酸氮芥 在 N-甲基吗啉 、 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以96%的产率得到(S)-6-Benzyloxycarbonylamino-2-(4-{4-[bis-(2-chloro-ethyl)-amino]-phenyl}-butyrylamino)-hexanoic acid tert-butyl ester
  参考文献：
  名称：

  Enabling ScFvs as multi-drug carriers: A dendritic approach

  摘要：

  To enable scFvs as multi-drug carriers, we designed and synthesized dendritic linker molecules bearing up to nine chlorambucil residues at the branch ends. A maleimide group was used at the focal point of the dendron for easy linkage to the scFv. Originally designed molecules showed poor water solubility. To address this problem, a lysine residue with an unprotected carboxylic acid group was inserted into the dendron branches. The new molecules showed excellent water solubility and are now suitable for conjugation. Such dendritic molecules will allow studies to understand the relationship between the drug/antibody ratio and the potency of the immunoconjugates. The dendritic approach could also be applied to drugs other than chlorambucil and carriers other than scFvs to greatly increase the drug/carrier ratio. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(03)00057-9