(4S,5S)-7-(tert-Butyl-dimethyl-silanyloxymethyl)-6,6,8-trimethyl-4-{(S)-2-methyl-1-[(R)-((S)-2-phenyl-[1,3]dioxan-4-yl)-(2-trimethylsilanyl-ethoxymethoxy)-methyl]-allyl}-1,3-dioxa-spiro[4.5]dec-7-en-2-one | 852248-60-3

• 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: (4S,5S)-7-(tert-Butyl-dimethyl-silanyloxymethyl)-6,6,8-trimethyl-4-{(S)-2-methyl-1-[(R)-((S)-2-phenyl-[1,3]dioxan-4-yl)-(2-trimethylsilanyl-ethoxymethoxy)-methyl]-allyl}-1,3-dioxa-spiro[4.5]dec-7-en-2-one
• 英文别名: (4S,5S)-7-[[tert-butyl(dimethyl)silyl]oxymethyl]-6,6,8-trimethyl-4-[(1R,2S)-3-methyl-1-[(4S)-2-phenyl-1,3-dioxan-4-yl]-1-(2-trimethylsilylethoxymethoxy)but-3-en-2-yl]-1,3-dioxaspiro[4.5]dec-7-en-2-one
• CAS: 852248-60-3
• 化学式: C₃₉H₆₄O₈Si₂
• 分子量: 717.103
• InChiKey: PWMAWOWUMHEHFR-YDHCYWOBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.81
• 重原子数：
  49
• 可旋转键数：
  15
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.72
• 拓扑面积：
  81.7
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  (4S,5S)-7-(tert-Butyl-dimethyl-silanyloxymethyl)-6,6,8-trimethyl-4-{(S)-2-methyl-1-[(R)-((S)-2-phenyl-[1,3]dioxan-4-yl)-(2-trimethylsilanyl-ethoxymethoxy)-methyl]-allyl}-1,3-dioxa-spiro[4.5]dec-7-en-2-one 在 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 为溶剂， 生成 2,2-Dimethyl-propionic acid (4S,5S)-4-[(1S,2R,3S)-3,5-dihydroxy-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 吡啶 、 叔丁基过氧化氢 作用下， 以 四氢呋喃 、 二氯甲烷 、 苯 为溶剂， 生成 (4S,5S)-7-(tert-Butyl-dimethyl-silanyloxymethyl)-6,6,8-trimethyl-4-{(S)-2-methyl-1-[(R)-((S)-2-phenyl-[1,3]dioxan-4-yl)-(2-trimethylsilanyl-ethoxymethoxy)-methyl]-allyl}-1,3-dioxa-spiro[4.5]dec-7-en-2-one
  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