[(1R,4R,7S,9R)-4-(acetyloxymethyl)-9-[(1R,4R,7S,9R)-4-(acetyloxymethyl)-5-methyl-4-(2-methylpropanoyloxy)-3,6-dioxo-7-(trityldisulfanyl)-2,5,16-triazatetracyclo[7.7.0.02,7.010,15]hexadeca-10,12,14-trien-9-yl]-5-methyl-3,6-dioxo-7-(trityldisulfanyl)-2,5,16-triazatetracyclo[7.7.0.02,7.010,15]hexadeca-10,12,14-trien-4-yl] 2-methylpropanoate | 1252612-25-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: [(1R,4R,7S,9R)-4-(acetyloxymethyl)-9-[(1R,4R,7S,9R)-4-(acetyloxymethyl)-5-methyl-4-(2-methylpropanoyloxy)-3,6-dioxo-7-(trityldisulfanyl)-2,5,16-triazatetracyclo[7.7.0.02,7.010,15]hexadeca-10,12,14-trien-9-yl]-5-methyl-3,6-dioxo-7-(trityldisulfanyl)-2,5,16-triazatetracyclo[7.7.0.02,7.010,15]hexadeca-10,12,14-trien-4-yl] 2-methylpropanoate
• CAS: 1252612-25-1
• 化学式: C₈₀H₇₆N₆O₁₂S₄
• 分子量: 1441.78
• InChiKey: OZZIFDDNHIHEKO-HBEYCNBKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.7
• 重原子数：
  102
• 可旋转键数：
  25
• 环数：
  14.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  312
• 氢给体数：
  2
• 氢受体数：
  18

反应信息

• 作为反应物：
  描述：

  [(1R,4R,7S,9R)-4-(acetyloxymethyl)-9-[(1R,4R,7S,9R)-4-(acetyloxymethyl)-5-methyl-4-(2-methylpropanoyloxy)-3,6-dioxo-7-(trityldisulfanyl)-2,5,16-triazatetracyclo[7.7.0.02,7.010,15]hexadeca-10,12,14-trien-9-yl]-5-methyl-3,6-dioxo-7-(trityldisulfanyl)-2,5,16-triazatetracyclo[7.7.0.02,7.010,15]hexadeca-10,12,14-trien-4-yl] 2-methylpropanoate 在 三乙基硅烷 、 2,6-二叔丁基-4-甲基吡啶 、 三氟化硼乙醚 作用下， 以 二氯甲烷 为溶剂， 反应 0.42h， 以82%的产率得到di-O-acetylchaetocin
  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：

  在 sodium hydride 、 三苯基硫氯甲烷 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以21 mg的产率得到[(1R,4R,7S,9R)-4-(acetyloxymethyl)-9-[(1R,4R,7S,9R)-4-(acetyloxymethyl)-5-methyl-4-(2-methylpropanoyloxy)-3,6-dioxo-7-(trityldisulfanyl)-2,5,16-triazatetracyclo[7.7.0.02,7.010,15]hexadeca-10,12,14-trien-9-yl]-5-methyl-3,6-dioxo-7-(trityldisulfanyl)-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

• COMPOUNDS, CONJUGATES AND COMPOSITIONS OF EPIPOLYTHIODIKETOPIPERAZINES AND POLYTHIODIKETOPIPERAZINES
  申请人：The Board of Trustees of the University of Illinois

  公开号：US20140187500A1

  公开（公告）日：2014-07-03

  The present application provides, among other things, compounds, compositions and methods for treating various diseases including cancer.

  本申请提供了用于治疗多种疾病，包括癌症的化合物、组合物和方法，除此之外还有其他内容。
• 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：US10220099B2

  公开（公告）日：2019-03-05

  The synthesis of various pyrazino[1′,2′:1,5]pyrrolo[2,3-b]-indole-1,4-dione analogs has been successfully implemented in the present application. From these efforts, compounds having the structure of Formula I-c: or a pharmaceutically acceptable salt, tautomer, or stereoisomer thereof, wherein R1, R2, R4-R8, R3′, R6′, and n are as defined herein, are provided. These biologically active derivatives have been further used to prepare cell-specific drug conjugates effective in treating various diseases including cancer.

  本申请成功合成了各种吡嗪并[1′,2′:1,5]吡咯并[2,3-b]-吲哚-1,4-二酮类似物。通过这些努力，制备出了具有式 I-c 结构的化合物： 或其药学上可接受的盐、同系物或立体异构体，其中 R1、R2、R4-R8、R3′、R6′ 和 n 如本文所定义。这些具有生物活性的衍生物已被进一步用于制备细胞特异性药物共轭物，可有效治疗包括癌症在内的各种疾病。
• US9353150B2
  申请人：——

  公开号：US9353150B2

  公开（公告）日：2016-05-31