[(1S,3R,4S,5S,6R,8R,10S,23R,24R,25S,26R)-5-acetyloxy-25-[tert-butyl(dimethyl)silyl]oxy-26-(2-chloroacetyl)oxy-24-hydroxy-6-methyl-17,20-dioxo-10-pentyl-2,7,9,21,27-pentaoxatricyclo[21.3.1.03,8]heptacosan-4-yl] 2-chloroacetate | 1130996-66-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 大环内酯类和类似物
• 英文名称: [(1S,3R,4S,5S,6R,8R,10S,23R,24R,25S,26R)-5-acetyloxy-25-[tert-butyl(dimethyl)silyl]oxy-26-(2-chloroacetyl)oxy-24-hydroxy-6-methyl-17,20-dioxo-10-pentyl-2,7,9,21,27-pentaoxatricyclo[21.3.1.03,8]heptacosan-4-yl] 2-chloroacetate
• CAS: 1130996-66-5
• 化学式: C₄₀H₆₆Cl₂O₁₅Si
• 分子量: 885.947
• InChiKey: HLSFDPVGWGDFNM-JVIILCDZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.04
• 重原子数：
  58
• 可旋转键数：
  15
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  189
• 氢给体数：
  1
• 氢受体数：
  15

反应信息

• 作为反应物：
  描述：

  [(1S,3R,4S,5S,6R,8R,10S,23R,24R,25S,26R)-5-acetyloxy-25-[tert-butyl(dimethyl)silyl]oxy-26-(2-chloroacetyl)oxy-24-hydroxy-6-methyl-17,20-dioxo-10-pentyl-2,7,9,21,27-pentaoxatricyclo[21.3.1.03,8]heptacosan-4-yl] 2-chloroacetate 、 肉桂酸 在 4-二甲氨基吡啶 、 4-(dimethylamino)pyridine hydrochloride 、 N,N'-二环己基碳二亚胺 作用下， 以 1,2-二氯乙烷 为溶剂， 以62%的产率得到
  参考文献：
  名称：

  Total Synthesis of Ipomoeassin F

  摘要：

  The first total synthesis of ipomoeassin F was carried out using a convergent approach that relied upon the use of Schmidt glycosidation technology for the coupling of two suitably protected monosaccharide fragments. After two steps, ring-closing metathesis was used to form the macrocyclic ring, and seven more steps then furnished ipomoeassin F. In vitro inhibitory activity against a four-panel cell line showed low nanomolar inhibitory activity.

  DOI：

  10.1021/ol900086b
• 作为产物：
  描述：

  、 氯乙酸 在 4-二甲氨基吡啶 、 4-(dimethylamino)pyridine hydrochloride 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 以91%的产率得到[(1S,3R,4S,5S,6R,8R,10S,23R,24R,25S,26R)-5-acetyloxy-25-[tert-butyl(dimethyl)silyl]oxy-26-(2-chloroacetyl)oxy-24-hydroxy-6-methyl-17,20-dioxo-10-pentyl-2,7,9,21,27-pentaoxatricyclo[21.3.1.03,8]heptacosan-4-yl] 2-chloroacetate
  参考文献：
  名称：

  Total Synthesis of Ipomoeassin F

  摘要：

  The first total synthesis of ipomoeassin F was carried out using a convergent approach that relied upon the use of Schmidt glycosidation technology for the coupling of two suitably protected monosaccharide fragments. After two steps, ring-closing metathesis was used to form the macrocyclic ring, and seven more steps then furnished ipomoeassin F. In vitro inhibitory activity against a four-panel cell line showed low nanomolar inhibitory activity.

  DOI：

  10.1021/ol900086b