(1S,2R,3E,6S,7R,10E,12R,13S,14E,17S)-1,2,13-trihydroxy-7-((2S,3S)-3-hydroxy-2-methylbutyl)-2,6,11,12-tetramethyl-19-methylene-8,21-dioxabicyclo[15.3.1]henicosa-3,10,14-trien-9-one | 1235511-99-5

• 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,2R,3E,6S,7R,10E,12R,13S,14E,17S)-1,2,13-trihydroxy-7-((2S,3S)-3-hydroxy-2-methylbutyl)-2,6,11,12-tetramethyl-19-methylene-8,21-dioxabicyclo[15.3.1]henicosa-3,10,14-trien-9-one
• 英文别名: (1S,2R,3E,6S,7R,10E,12R,13S,14E,17S)-1,2,13-trihydroxy-7-[(2S,3S)-3-hydroxy-2-methylbutyl]-2,6,11,12-tetramethyl-19-methylidene-8,21-dioxabicyclo[15.3.1]henicosa-3,10,14-trien-9-one
• CAS: 1235511-99-5
• 化学式: C₂₉H₄₆O₇
• 分子量: 506.68
• InChiKey: LZLQZSMXUGFMJF-OOMUQXROSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  36
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  116
• 氢给体数：
  4
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  (1S,2R,3E,6S,7R,10E,12R,13S,14E,17S)-1-hydroxy-2,6,11,12-tetramethyl-7-((2S,3S)-2-methyl-3-(trimethylsilyloxy)butyl)-19-methylene-2,13-bis(trimethylsilyloxy)-8,21-dioxabicyclo[15.3.1]henicosa-3,10,14-trien-9-one 在 吡啶 、 氢氟酸 、 四丁基氟化铵 、 氟化氢吡啶 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 生成 (1S,2R,3E,6S,7R,10E,12R,13S,14E,17S)-1,2,13-trihydroxy-7-((2S,3S)-3-hydroxy-2-methylbutyl)-2,6,11,12-tetramethyl-19-methylene-8,21-dioxabicyclo[15.3.1]henicosa-3,10,14-trien-9-one 、
  参考文献：
  名称：

  Enantioselective Synthesis of a Diastereomer of Iriomoteolide-1a. What Is the Correct Structure of the Natural Product?

  摘要：

  An enantioselective approach to a diastereomer of iriomoteolide-1a is described. Highlighted is a Sml(2)-mediated intramolecular reductive cyclization approach to complex cyclic hemiketals. An acetylide-chloroformate coupling strategy is also featured. Our results show that the structures of iriomoteolide-1a-1c require careful reassessment.

  DOI：

  10.1021/ol1011423

文献信息

• Enantioselective Synthesis of a Diastereomer of Iriomoteolide-1a. What Is the Correct Structure of the Natural Product?
  作者：Lijing Fang、Jiong Yang、Fei Yang

  DOI：10.1021/ol1011423

  日期：2010.7.16

  An enantioselective approach to a diastereomer of iriomoteolide-1a is described. Highlighted is a Sml(2)-mediated intramolecular reductive cyclization approach to complex cyclic hemiketals. An acetylide-chloroformate coupling strategy is also featured. Our results show that the structures of iriomoteolide-1a-1c require careful reassessment.