2,2-Dimethyl-propionic acid (4S,5S)-4-[(1S,2R,3S)-5-acetoxy-3-hydroxy-1-isopropenyl-2-(2-trimethylsilanyl-ethoxymethoxy)-pentyl]-6,6,8-trimethyl-2-oxo-1,3-dioxa-spiro[4.5]dec-7-en-7-ylmethyl ester | 852248-62-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 2,2-Dimethyl-propionic acid (4S,5S)-4-[(1S,2R,3S)-5-acetoxy-3-hydroxy-1-isopropenyl-2-(2-trimethylsilanyl-ethoxymethoxy)-pentyl]-6,6,8-trimethyl-2-oxo-1,3-dioxa-spiro[4.5]dec-7-en-7-ylmethyl ester
• 英文别名: [(4S,5S)-4-[(3S,4R,5S)-7-acetyloxy-5-hydroxy-2-methyl-4-(2-trimethylsilylethoxymethoxy)hept-1-en-3-yl]-6,6,8-trimethyl-2-oxo-1,3-dioxaspiro[4.5]dec-7-en-7-yl]methyl 2,2-dimethylpropanoate
• CAS: 852248-62-5
• 化学式: C₃₃H₅₆O₁₀Si
• 分子量: 640.887
• InChiKey: UGYZGXNVRFZKRV-WUUJHKNYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.19
• 重原子数：
  44
• 可旋转键数：
  18
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  127
• 氢给体数：
  1
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  2,2-Dimethyl-propionic acid (4S,5S)-4-[(1S,2R,3S)-5-acetoxy-3-hydroxy-1-isopropenyl-2-(2-trimethylsilanyl-ethoxymethoxy)-pentyl]-6,6,8-trimethyl-2-oxo-1,3-dioxa-spiro[4.5]dec-7-en-7-ylmethyl ester 在 2,6-二甲基吡啶 、 potassium carbonate 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 生成 2,2-Dimethyl-propionic acid (4S,5S)-4-[(1S,2R,3S)-3-(tert-butyl-dimethyl-silanyloxy)-5-hydroxy-1-isopropenyl-2-(2-trimethylsilanyl-ethoxymethoxy)-pentyl]-6,6,8-trimethyl-2-oxo-1,3-dioxa-spiro[4.5]dec-7-en-7-ylmethyl ester
  参考文献：
  名称：

  Synthesis of the AC Ring of Paclitaxel: Formation of the C Ring by [3+2] Cycloaddition with a Preformed A Ring

  摘要：

  The stereoselective formation of the C ring was accomplished by nitrile oxide [3+2] cycloaddition of an intermediate with the A ring already constructed. We found that stereoelectronic effect to a 1,1-substituted alkene moiety is important in the reaction.

  DOI：

  10.1055/s-2005-863739
• 作为产物：
  描述：

  三甲基乙酰氯 在 4-二甲氨基吡啶 、 camphor-10-sulfonic acid 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 生成 2,2-Dimethyl-propionic acid (4S,5S)-4-[(1S,2R,3S)-5-acetoxy-3-hydroxy-1-isopropenyl-2-(2-trimethylsilanyl-ethoxymethoxy)-pentyl]-6,6,8-trimethyl-2-oxo-1,3-dioxa-spiro[4.5]dec-7-en-7-ylmethyl ester
  参考文献：
  名称：

  Synthesis of the AC Ring of Paclitaxel: Formation of the C Ring by [3+2] Cycloaddition with a Preformed A Ring

  摘要：

  The stereoselective formation of the C ring was accomplished by nitrile oxide [3+2] cycloaddition of an intermediate with the A ring already constructed. We found that stereoelectronic effect to a 1,1-substituted alkene moiety is important in the reaction.

  DOI：

  10.1055/s-2005-863739