[(1S,4R,7S,9R)-4-(acetyloxymethyl)-9-[(1S,4R,7S,9R)-4-(acetyloxymethyl)-16-(benzenesulfonyl)-5-methyl-4-(2-methylpropanoyloxy)-7-(2-methylpropanoylsulfanyl)-3,6-dioxo-2,5,16-triazatetracyclo[7.7.0.02,7.010,15]hexadeca-10,12,14-trien-9-yl]-16-(benzenesulfonyl)-5-methyl-7-(2-methylpropanoylsulfanyl)-3,6-dioxo-2,5,16-triazatetracyclo[7.7.0.02,7.010,15]hexadeca-10,12,14-trien-4-yl] 2-methylpropanoate | 1252612-20-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: [(1S,4R,7S,9R)-4-(acetyloxymethyl)-9-[(1S,4R,7S,9R)-4-(acetyloxymethyl)-16-(benzenesulfonyl)-5-methyl-4-(2-methylpropanoyloxy)-7-(2-methylpropanoylsulfanyl)-3,6-dioxo-2,5,16-triazatetracyclo[7.7.0.02,7.010,15]hexadeca-10,12,14-trien-9-yl]-16-(benzenesulfonyl)-5-methyl-7-(2-methylpropanoylsulfanyl)-3,6-dioxo-2,5,16-triazatetracyclo[7.7.0.02,7.010,15]hexadeca-10,12,14-trien-4-yl] 2-methylpropanoate
• CAS: 1252612-20-6
• 化学式: C₆₂H₆₈N₆O₁₈S₄
• 分子量: 1313.52
• InChiKey: ZCLVFGPPWJJYMC-AQDZSZAOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.4
• 重原子数：
  90
• 可旋转键数：
  23
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  363
• 氢给体数：
  0
• 氢受体数：
  22

反应信息

• 作为反应物：
  描述：

  [(1S,4R,7S,9R)-4-(acetyloxymethyl)-9-[(1S,4R,7S,9R)-4-(acetyloxymethyl)-16-(benzenesulfonyl)-5-methyl-4-(2-methylpropanoyloxy)-7-(2-methylpropanoylsulfanyl)-3,6-dioxo-2,5,16-triazatetracyclo[7.7.0.02,7.010,15]hexadeca-10,12,14-trien-9-yl]-16-(benzenesulfonyl)-5-methyl-7-(2-methylpropanoylsulfanyl)-3,6-dioxo-2,5,16-triazatetracyclo[7.7.0.02,7.010,15]hexadeca-10,12,14-trien-4-yl] 2-methylpropanoate 在 1,4-二甲氧基萘 、 维生素 C 作用下， 以 水 、 乙腈 为溶剂， 反应 14.25h， 以51%的产率得到[(1R,4R,7S,9R)-4-(acetyloxymethyl)-9-[(1R,4R,7S,9R)-4-(acetyloxymethyl)-5-methyl-4-(2-methylpropanoyloxy)-7-(2-methylpropanoylsulfanyl)-3,6-dioxo-2,5,16-triazatetracyclo[7.7.0.02,7.010,15]hexadeca-10,12,14-trien-9-yl]-5-methyl-7-(2-methylpropanoylsulfanyl)-3,6-dioxo-2,5,16-triazatetracyclo[7.7.0.02,7.010,15]hexadeca-10,12,14-trien-4-yl] 2-methylpropanoate
  参考文献：
  名称：

  General Approach to Epipolythiodiketopiperazine Alkaloids: Total Synthesis of (+)-Chaetocins A and C and (+)-12,12′-Dideoxychetracin A

  摘要：

  A highly stereoselective and systematic strategy for the introduction of polysulfides in the synthesis of epipolythiodiketopiperazines is described. We report the first total synthesis of dimeric epitri- and epitetrathiodiketopiperazines.

  DOI：

  10.1021/ja106869s
• 作为产物：
  描述：

  [(1S,4R,7S,9R)-9-[(1S,4R,7S,9R)-4-(acetyloxymethyl)-16-(benzenesulfonyl)-4-hydroxy-5-methyl-3,6-dioxo-7-sulfanyl-2,5,16-triazatetracyclo[7.7.0.02,7.010,15]hexadeca-10,12,14-trien-9-yl]-16-(benzenesulfonyl)-4-hydroxy-5-methyl-3,6-dioxo-7-sulfanyl-2,5,16-triazatetracyclo[7.7.0.02,7.010,15]hexadeca-10,12,14-trien-4-yl]methyl acetate 、 异丁酰氯 在 4-二甲氨基吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 0.75h， 以445 mg的产率得到[(1S,4R,7S,9R)-4-(acetyloxymethyl)-9-[(1S,4R,7S,9R)-4-(acetyloxymethyl)-16-(benzenesulfonyl)-5-methyl-4-(2-methylpropanoyloxy)-7-(2-methylpropanoylsulfanyl)-3,6-dioxo-2,5,16-triazatetracyclo[7.7.0.02,7.010,15]hexadeca-10,12,14-trien-9-yl]-16-(benzenesulfonyl)-5-methyl-7-(2-methylpropanoylsulfanyl)-3,6-dioxo-2,5,16-triazatetracyclo[7.7.0.02,7.010,15]hexadeca-10,12,14-trien-4-yl] 2-methylpropanoate
  参考文献：
  名称：

  General Approach to Epipolythiodiketopiperazine Alkaloids: Total Synthesis of (+)-Chaetocins A and C and (+)-12,12′-Dideoxychetracin A

  摘要：

  A highly stereoselective and systematic strategy for the introduction of polysulfides in the synthesis of epipolythiodiketopiperazines is described. We report the first total synthesis of dimeric epitri- and epitetrathiodiketopiperazines.

  DOI：

  10.1021/ja106869s

文献信息

• Substituted pyrazino[1′,2′:1 ,5]pyrrolo[2,3-b]-indole-1,4-diones for cancer treatment
  申请人：Massachusetts Institute of Technology

  公开号：US09353150B2

  公开（公告）日：2016-05-31

  The present application provides, among other things, a compound of Formula I-a and/or I-b, or a pharmaceutically acceptable salt thereof, wherein the variables are defined in the specification. The compounds of the invention are useful for treating various diseases including cancer.

  本申请提供了一种I-a和/或I-b式化合物，或其药学上可接受的盐，其中变量在说明书中定义。本发明的化合物可用于治疗包括癌症在内的各种疾病。