(2R,3S)-4-[(1R,2S)-2-[(1S,2R,3R,5R,7S)-2-(tert-butyldimethylsilyl)oxy-3-methyl-5-[(2S,5R,6R,8R,10R)-5-methyl-2-(2-propynyl)-5-(triethylsilyl)oxy-1,7,9-trioxadispiro[5.1.5.2]pentadecan-10-ylmethyl]-6,8-dioxabicyclo[3.2.1]octan-7-yl]-4-(tert-butyldiphenylsilyl)oxymethyl-1-(hydroxymethyl)-3-cyclohexen-1-yl]-2,3-dimethyl-1-butanol | 1075244-48-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (2R,3S)-4-[(1R,2S)-2-[(1S,2R,3R,5R,7S)-2-(tert-butyldimethylsilyl)oxy-3-methyl-5-[(2S,5R,6R,8R,10R)-5-methyl-2-(2-propynyl)-5-(triethylsilyl)oxy-1,7,9-trioxadispiro[5.1.5.2]pentadecan-10-ylmethyl]-6,8-dioxabicyclo[3.2.1]octan-7-yl]-4-(tert-butyldiphenylsilyl)oxymethyl-1-(hydroxymethyl)-3-cyclohexen-1-yl]-2,3-dimethyl-1-butanol
• 英文别名: (2R,3S)-4-[(1R,2S)-2-[(1S,2R,3R,5R,7S)-2-[tert-butyl(dimethyl)silyl]oxy-3-methyl-5-[[(4R,6R,8R,10S,13R)-13-methyl-10-prop-2-ynyl-13-triethylsilyloxy-5,7,9-trioxadispiro[5.1.58.26]pentadecan-4-yl]methyl]-6,8-dioxabicyclo[3.2.1]octan-7-yl]-4-[[tert-butyl(diphenyl)silyl]oxymethyl]-1-(hydroxymethyl)cyclohex-3-en-1-yl]-2,3-dimethylbutan-1-ol
• CAS: 1075244-48-2
• 化学式: C₆₆H₁₀₆O₁₀Si₃
• 分子量: 1143.82
• InChiKey: FGKCYTBJEQKSSQ-ZKKSYPICSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.59
• 重原子数：
  79
• 可旋转键数：
  23
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.76
• 拓扑面积：
  114
• 氢给体数：
  2
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  (2R,3S)-4-[(1R,2S)-2-[(1S,2R,3R,5R,7S)-2-(tert-butyldimethylsilyl)oxy-3-methyl-5-[(2S,5R,6R,8R,10R)-5-methyl-2-(2-propynyl)-5-(triethylsilyl)oxy-1,7,9-trioxadispiro[5.1.5.2]pentadecan-10-ylmethyl]-6,8-dioxabicyclo[3.2.1]octan-7-yl]-4-(tert-butyldiphenylsilyl)oxymethyl-1-(hydroxymethyl)-3-cyclohexen-1-yl]-2,3-dimethyl-1-butanol 、 叔丁基二甲基氯硅烷 在 咪唑 作用下， 以 二氯甲烷 为溶剂， 以98%的产率得到(1R,2S)-[1-[(2S,3R)-4-(tert-butyldimethylsilyl)oxy-2,3-dimethylbutyl]-2-[(1S,2R,3R,5R,7S)-2-(tert-butyldimethylsilyl)oxy-3-methyl-5-[(2S,5R,6R,8R,10R)-5-methyl-2-(2-propynyl)-5-(triethylsilyl)oxy-1,7,9-trioxadispiro[5.1.5.2]pentadecan-10-ylmethyl]-6,8-dioxabicyclo[3.2.1]octan-7-yl]-4-(tert-butyldiphenylsilyl)oxymethyl-3-cyclohexen-1-yl]methanol
  参考文献：
  名称：

  品纳毒素A的全合成。

  摘要：

  DOI：

  10.1002/anie.200802729
• 作为产物：
  描述：

  (1S,6R,10R,11S)-1-[(1S,2R,3R,5R,7S)-2-(tert-butyldimethylsilyl)oxy-3-methyl-5-[(2S,5R,6R,8R,10R)-5-methyl-2-(2-propynyl)-5-(triethylsilyl)oxy-1,7,9-trioxadispiro[5.1.5.2]pentadecan-10-ylmethyl]-6,8-dioxabicyclo[3.2.1]octan-7-yl]-3-(tert-butyldiphenylsilyl)oxymethyl-10,11-dimethyl-8-oxaspiro[5.6]dodecan-2-en-7-one 在 lithium aluminium tetrahydride 、 水 、 Rochelle's salt 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以90%的产率得到(2R,3S)-4-[(1R,2S)-2-[(1S,2R,3R,5R,7S)-2-(tert-butyldimethylsilyl)oxy-3-methyl-5-[(2S,5R,6R,8R,10R)-5-methyl-2-(2-propynyl)-5-(triethylsilyl)oxy-1,7,9-trioxadispiro[5.1.5.2]pentadecan-10-ylmethyl]-6,8-dioxabicyclo[3.2.1]octan-7-yl]-4-(tert-butyldiphenylsilyl)oxymethyl-1-(hydroxymethyl)-3-cyclohexen-1-yl]-2,3-dimethyl-1-butanol
  参考文献：
  名称：

  品纳毒素A的全合成。

  摘要：

  DOI：

  10.1002/anie.200802729