(E)-(3S,8S)-8-{(2S,4R,6S,8S,10S)-4,10-Dimethyl-8-[(1S,2S)-2-methyl-1-(3-methyl-butyryloxy)-4-trimethylsilanyloxy-butyl]-1,7-dioxa-spiro[5.5]undec-2-yl}-3,7-dimethyl-8-trimethylsilanyloxy-oct-6-enoic acid methyl ester | 438462-60-3

• 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: (E)-(3S,8S)-8-{(2S,4R,6S,8S,10S)-4,10-Dimethyl-8-[(1S,2S)-2-methyl-1-(3-methyl-butyryloxy)-4-trimethylsilanyloxy-butyl]-1,7-dioxa-spiro[5.5]undec-2-yl}-3,7-dimethyl-8-trimethylsilanyloxy-oct-6-enoic acid methyl ester
• CAS: 438462-60-3
• 化学式: C₃₈H₇₂O₈Si₂
• 分子量: 713.156
• InChiKey: UIEIETJYXDDWIB-ACQPQWBISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.29
• 重原子数：
  48.0
• 可旋转键数：
  18.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  89.52
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  (E)-(3S,8S)-8-{(2S,4R,6S,8S,10S)-4,10-Dimethyl-8-[(1S,2S)-2-methyl-1-(3-methyl-butyryloxy)-4-trimethylsilanyloxy-butyl]-1,7-dioxa-spiro[5.5]undec-2-yl}-3,7-dimethyl-8-trimethylsilanyloxy-oct-6-enoic acid methyl ester 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 生成 (E)-(3S,8S)-8-[(2S,4R,6S,8S,10S)-8-((1S,2S)-1-Hydroxy-2-methyl-4-trimethylsilanyloxy-butyl)-4,10-dimethyl-1,7-dioxa-spiro[5.5]undec-2-yl]-3,7-dimethyl-8-trimethylsilanyloxy-oct-6-en-1-ol
  参考文献：
  名称：

  Relative and Absolute Stereochemistry of the Didemnaketals, Metabolites of a Palauan Ascidian, Didemnum sp.

  摘要：

  [GRAPHICS]The absolute stereochemistry of the heptaprenoids didemnaketals B (2) and C (3), isolated from a Palauan ascidian, was determined using a combination of degradation and derivatization experiments, chiral shift methods, and comparison of fragments to known compounds.

  DOI：

  10.1021/ol025904z
• 作为产物：
  描述：

  5,7,8-trihydroxy-11-[8-(1-hydroxy-7-methoxycarbonyl-2,6-dimethyl-hept-2-enyl)-4,10-dimethyl-1,7-dioxa-spiro[5.5]undec-2-yl]-2,6,10-trimethyl-11-(3-methyl-butyryloxy)-undec-2-enoic acid methyl ester 在 sodium periodate 、 三乙胺 作用下， 以 二氯甲烷 、 水 、 乙腈 为溶剂， 反应 13.0h， 生成 (E)-(3S,8S)-8-{(2S,4R,6S,8S,10S)-4,10-Dimethyl-8-[(1S,2S)-2-methyl-1-(3-methyl-butyryloxy)-4-trimethylsilanyloxy-butyl]-1,7-dioxa-spiro[5.5]undec-2-yl}-3,7-dimethyl-8-trimethylsilanyloxy-oct-6-enoic acid methyl ester
  参考文献：
  名称：

  Relative and Absolute Stereochemistry of the Didemnaketals, Metabolites of a Palauan Ascidian, Didemnum sp.

  摘要：

  [GRAPHICS]The absolute stereochemistry of the heptaprenoids didemnaketals B (2) and C (3), isolated from a Palauan ascidian, was determined using a combination of degradation and derivatization experiments, chiral shift methods, and comparison of fragments to known compounds.

  DOI：

  10.1021/ol025904z