(6S,9S,11E,15R)-15-[(3-chloro-4-methoxyphenyl)methyl]-3,3-dimethyl-6-(2-methylpropyl)-9-[(1S)-1-[(2R,3R)-3-phenyloxiran-2-yl]ethyl]-5,8-dioxa-1,14,17,18-tetrazabicyclo[14.2.1]nonadeca-11,16(19),17-triene-4,7,13-trione | 1209778-19-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 大环内酰胺类
• 英文名称: (6S,9S,11E,15R)-15-[(3-chloro-4-methoxyphenyl)methyl]-3,3-dimethyl-6-(2-methylpropyl)-9-[(1S)-1-[(2R,3R)-3-phenyloxiran-2-yl]ethyl]-5,8-dioxa-1,14,17,18-tetrazabicyclo[14.2.1]nonadeca-11,16(19),17-triene-4,7,13-trione
• CAS: 1209778-19-7
• 化学式: C₃₇H₄₅ClN₄O₇
• 分子量: 693.24
• InChiKey: HSIAGSWRSSJTJC-HOFMPKDDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  49
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.49
• 拓扑面积：
  134
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  在 4-甲基苯磺酸吡啶 、 原甲酸三甲酯 、 乙酰溴 、 potassium carbonate 作用下， 以 二氯甲烷 、 乙二醇二甲醚 、 乙二醇 为溶剂， 反应 6.04h， 以59%的产率得到(6S,9S,11E,15R)-15-[(3-chloro-4-methoxyphenyl)methyl]-3,3-dimethyl-6-(2-methylpropyl)-9-[(1S)-1-[(2R,3R)-3-phenyloxiran-2-yl]ethyl]-5,8-dioxa-1,14,17,18-tetrazabicyclo[14.2.1]nonadeca-11,16(19),17-triene-4,7,13-trione
  参考文献：
  名称：

  “Clicktophycin-52”: A Bioactive Cryptophycin-52 Triazole Analogue

  摘要：

  An endocyclic trans-amide linkage within the macrocyclic antitumor agent cryptophycin-52 was replaced by a 1,4-disubstituted 1H-1,2,3-triazole ring. Macrocyclisation of the triazole analogue was accomplished by macrolactamization as well as by Cu(I)-mediated "click"-cyclization. Compared to cryptophycin-52, in vitro cytotoxicity of "clicktophycin-52" against the multidrug resistant human cancer cell line KB-V1 is only slightly reduced.

  DOI：

  10.1021/ol1000473

文献信息

• “Clicktophycin-52”: A Bioactive Cryptophycin-52 Triazole Analogue
  作者：Markus Nahrwold、Tobias Bogner、Stefan Eissler、Spart Verma、Norbert Sewald

  DOI：10.1021/ol1000473

  日期：2010.3.5

  An endocyclic trans-amide linkage within the macrocyclic antitumor agent cryptophycin-52 was replaced by a 1,4-disubstituted 1H-1,2,3-triazole ring. Macrocyclisation of the triazole analogue was accomplished by macrolactamization as well as by Cu(I)-mediated "click"-cyclization. Compared to cryptophycin-52, in vitro cytotoxicity of "clicktophycin-52" against the multidrug resistant human cancer cell line KB-V1 is only slightly reduced.