(2S,7S)-2,7-bis((tert-butoxycarbonyl)amino)-8-oxo-8-(((S)-1,2,3-trimethoxy-10-(methylthio)-9-oxo-5,6,7,9-tetrahydrobenzo[a]heptalen-7-yl)amino)octanoic acid | 1335206-78-4

• 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: (2S,7S)-2,7-bis((tert-butoxycarbonyl)amino)-8-oxo-8-(((S)-1,2,3-trimethoxy-10-(methylthio)-9-oxo-5,6,7,9-tetrahydrobenzo[a]heptalen-7-yl)amino)octanoic acid
• CAS: 1335206-78-4
• 化学式: C₃₈H₅₃N₃O₁₁S
• 分子量: 759.918
• InChiKey: PIEFZNXMHKUVIW-GSDHBNRESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.0
• 重原子数：
  53.0
• 可旋转键数：
  14.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  187.82
• 氢给体数：
  4.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  (2S,7S)-2,7-bis((tert-butoxycarbonyl)amino)-8-oxo-8-(((S)-1,2,3-trimethoxy-10-(methylthio)-9-oxo-5,6,7,9-tetrahydrobenzo[a]heptalen-7-yl)amino)octanoic acid 、 2-amino-N-[(7S)-1,2,3-trimethoxy-10-methylsulfanyl-9-oxo-6,7-dihydro-5H-benzo[a]heptalen-7-yl]acetamide 在 盐酸 、 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 反应 21.0h， 生成 (2S,7S)-2,7-diamino-N-[2-oxo-2-[[(7S)-1,2,3-trimethoxy-10-methylsulfanyl-9-oxo-6,7-dihydro-5H-benzo[a]heptalen-7-yl]amino]ethyl]-N'-[(7S)-1,2,3-trimethoxy-10-methylsulfanyl-9-oxo-6,7-dihydro-5H-benzo[a]heptalen-7-yl]octanediamide
  参考文献：
  名称：

  Tubulin-guided dynamic combinatorial library of thiocolchicine–podophyllotoxin conjugates

  摘要：

  The use of tubulin as a target to influence the composition of the mixture from a dynamic combinatorial library, based on the disulfide bond exchange reaction, is described. ESI-FT-ICR-MS was used to determine the composition of the library. The heterodimeric compound amplified by this approach was used to design the homologous derivative with a two-carbon spacer in place of the disulfide function. The ability of the compounds to inhibit tubulin polymerization is reported and compared to thiocolchicine. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.07.038
• 作为产物：
  描述：

  (7S)-7-氨基-1,2,3-三甲氧基-10-甲硫基-6,7-二氢-5H-苯并[g]庚搭烯-9-酮 、 (2S,7S)-2,7-bBis[(tert-butoxycarbonyl)amino]octanedioic acid 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， 反应 20.0h， 以56%的产率得到(2S,7S)-2,7-bis((tert-butoxycarbonyl)amino)-8-oxo-8-(((S)-1,2,3-trimethoxy-10-(methylthio)-9-oxo-5,6,7,9-tetrahydrobenzo[a]heptalen-7-yl)amino)octanoic acid
  参考文献：
  名称：

  Tubulin-guided dynamic combinatorial library of thiocolchicine–podophyllotoxin conjugates

  摘要：

  The use of tubulin as a target to influence the composition of the mixture from a dynamic combinatorial library, based on the disulfide bond exchange reaction, is described. ESI-FT-ICR-MS was used to determine the composition of the library. The heterodimeric compound amplified by this approach was used to design the homologous derivative with a two-carbon spacer in place of the disulfide function. The ability of the compounds to inhibit tubulin polymerization is reported and compared to thiocolchicine. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.07.038