(S)-3-(tert-Butyl-dimethyl-silanyloxymethyl)-1-{(1S,2R)-1-hydroxy-3-methyl-2-[(R)-((S)-2-phenyl-[1,3]dioxan-4-yl)-(2-trimethylsilanyl-ethoxymethoxy)-methyl]-but-3-enyl}-2,2,4-trimethyl-cyclohex-3-enol | 852248-59-0

• 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: (S)-3-(tert-Butyl-dimethyl-silanyloxymethyl)-1-{(1S,2R)-1-hydroxy-3-methyl-2-[(R)-((S)-2-phenyl-[1,3]dioxan-4-yl)-(2-trimethylsilanyl-ethoxymethoxy)-methyl]-but-3-enyl}-2,2,4-trimethyl-cyclohex-3-enol
• 英文别名: (1S)-3-[[tert-butyl(dimethyl)silyl]oxymethyl]-1-[(1S,2R)-1-hydroxy-3-methyl-2-[(R)-[(4S)-2-phenyl-1,3-dioxan-4-yl]-(2-trimethylsilylethoxymethoxy)methyl]but-3-enyl]-2,2,4-trimethylcyclohex-3-en-1-ol
• CAS: 852248-59-0
• 化学式: C₃₈H₆₆O₇Si₂
• 分子量: 691.109
• InChiKey: CZWAQCFVNIJOHM-ZBHGDDACSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.63
• 重原子数：
  47
• 可旋转键数：
  16
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.74
• 拓扑面积：
  86.6
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (S)-3-(tert-Butyl-dimethyl-silanyloxymethyl)-1-{(1S,2R)-1-hydroxy-3-methyl-2-[(R)-((S)-2-phenyl-[1,3]dioxan-4-yl)-(2-trimethylsilanyl-ethoxymethoxy)-methyl]-but-3-enyl}-2,2,4-trimethyl-cyclohex-3-enol 在 吡啶 、 4-二甲氨基吡啶 、 camphor-10-sulfonic acid 、 四丁基氟化铵 、 三乙胺 作用下， 以 四氢呋喃 、 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
• 作为产物：
  描述：

  在 bis(acetylacetonate)oxovanadium 叔丁基过氧化氢 作用下， 以 四氢呋喃 、 苯 为溶剂， 生成 (S)-3-(tert-Butyl-dimethyl-silanyloxymethyl)-1-{(1S,2R)-1-hydroxy-3-methyl-2-[(R)-((S)-2-phenyl-[1,3]dioxan-4-yl)-(2-trimethylsilanyl-ethoxymethoxy)-methyl]-but-3-enyl}-2,2,4-trimethyl-cyclohex-3-enol
  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