[(1S,4R,7R,9R)-9-[(1S,4R,7R,9R)-4-(acetyloxymethyl)-16-(benzenesulfonyl)-4,7-dihydroxy-5-methyl-3,6-dioxo-2,5,16-triazatetracyclo[7.7.0.02,7.010,15]hexadeca-10,12,14-trien-9-yl]-16-(benzenesulfonyl)-4,7-dihydroxy-5-methyl-3,6-dioxo-2,5,16-triazatetracyclo[7.7.0.02,7.010,15]hexadeca-10,12,14-trien-4-yl]methyl acetate | 1252612-17-1

• 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,7R,9R)-9-[(1S,4R,7R,9R)-4-(acetyloxymethyl)-16-(benzenesulfonyl)-4,7-dihydroxy-5-methyl-3,6-dioxo-2,5,16-triazatetracyclo[7.7.0.02,7.010,15]hexadeca-10,12,14-trien-9-yl]-16-(benzenesulfonyl)-4,7-dihydroxy-5-methyl-3,6-dioxo-2,5,16-triazatetracyclo[7.7.0.02,7.010,15]hexadeca-10,12,14-trien-4-yl]methyl acetate
• CAS: 1252612-17-1
• 化学式: C₄₆H₄₄N₆O₁₆S₂
• 分子量: 1001.02
• InChiKey: PPUCHADAVUXKBP-IAFFYAFBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  70
• 可旋转键数：
  11
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  306
• 氢给体数：
  4
• 氢受体数：
  18

反应信息

• 作为反应物：
  描述：

  [(1S,4R,7R,9R)-9-[(1S,4R,7R,9R)-4-(acetyloxymethyl)-16-(benzenesulfonyl)-4,7-dihydroxy-5-methyl-3,6-dioxo-2,5,16-triazatetracyclo[7.7.0.02,7.010,15]hexadeca-10,12,14-trien-9-yl]-16-(benzenesulfonyl)-4,7-dihydroxy-5-methyl-3,6-dioxo-2,5,16-triazatetracyclo[7.7.0.02,7.010,15]hexadeca-10,12,14-trien-4-yl]methyl acetate 在 硫化氢 、 三氟乙酸 作用下， 以 硝基甲烷 为溶剂， 反应 1.0h， 生成 [(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
  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,4S,7S,9R)-9-[(1S,4S,7S,9R)-4-(acetyloxymethyl)-16-(benzenesulfonyl)-5-methyl-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-3,6-dioxo-2,5,16-triazatetracyclo[7.7.0.02,7.010,15]hexadeca-10,12,14-trien-4-yl]methyl acetate 在 bis(pyridine)silver(I) permanganate 作用下， 以 二氯甲烷 为溶剂， 反应 2.5h， 以55%的产率得到[(1S,4R,7R,9R)-9-[(1S,4R,7R,9R)-4-(acetyloxymethyl)-16-(benzenesulfonyl)-4,7-dihydroxy-5-methyl-3,6-dioxo-2,5,16-triazatetracyclo[7.7.0.02,7.010,15]hexadeca-10,12,14-trien-9-yl]-16-(benzenesulfonyl)-4,7-dihydroxy-5-methyl-3,6-dioxo-2,5,16-triazatetracyclo[7.7.0.02,7.010,15]hexadeca-10,12,14-trien-4-yl]methyl acetate
  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