(5S,6R)-6-[(3Z,8Z,16Z)-(2S,5S,6S,7S,11S,12R,13R,14S,15S)-2,12-Bis-(tert-butyl-dimethyl-silanyloxy)-14-hydroxy-6-methoxymethoxy-5,7,9,11,13,15-hexamethyl-nonadeca-3,8,16,18-tetraenyl]-5-methyl-tetrahydro-pyran-2-one | 870075-37-9

• 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: (5S,6R)-6-[(3Z,8Z,16Z)-(2S,5S,6S,7S,11S,12R,13R,14S,15S)-2,12-Bis-(tert-butyl-dimethyl-silanyloxy)-14-hydroxy-6-methoxymethoxy-5,7,9,11,13,15-hexamethyl-nonadeca-3,8,16,18-tetraenyl]-5-methyl-tetrahydro-pyran-2-one
• CAS: 870075-37-9
• 化学式: C₄₅H₈₄O₇Si₂
• 分子量: 793.329
• InChiKey: HFJFTUKPGQXFFZ-DYWLYIIVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.66
• 重原子数：
  54.0
• 可旋转键数：
  22.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  83.45
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  (5S,6R)-6-[(3Z,8Z,16Z)-(2S,5S,6S,7S,11S,12R,13R,14S,15S)-2,12-Bis-(tert-butyl-dimethyl-silanyloxy)-14-hydroxy-6-methoxymethoxy-5,7,9,11,13,15-hexamethyl-nonadeca-3,8,16,18-tetraenyl]-5-methyl-tetrahydro-pyran-2-one 在 盐酸 作用下， 生成 Carbamic acid (6Z,11Z)-(1S,2S,3R,4S,8S,9S,10S,13S)-3,9,13-trihydroxy-2,4,6,8,10-pentamethyl-14-((2R,3S)-3-methyl-6-oxo-tetrahydro-pyran-2-yl)-1-((Z)-(S)-1-methyl-penta-2,4-dienyl)-tetradeca-6,11-dienyl ester
  参考文献：
  名称：

  Design, Synthesis, and Biological Evaluation of Simplified Analogues of (+)-Discodermolide. Additional Insights on the Importance of the Diene, the C(7) Hydroxyl, and the Lactone

  摘要：

  The design, synthesis, and biological evaluation of seven totally synthetic analogues of the antitumor agent (+)-discodermolide are reported. lid Saturation of the terminal diene system, alteration of the substituents on the lactone, and alkylation of the C(7)-hydroxyl group reveal significant structure-activity relationships.

  DOI：

  10.1021/ol052070m
• 作为产物：
  描述：

  Wittig Salt (+)-14 在 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 生成 (5S,6R)-6-[(3Z,8Z,16Z)-(2S,5S,6S,7S,11S,12R,13R,14S,15S)-2,12-Bis-(tert-butyl-dimethyl-silanyloxy)-14-hydroxy-6-methoxymethoxy-5,7,9,11,13,15-hexamethyl-nonadeca-3,8,16,18-tetraenyl]-5-methyl-tetrahydro-pyran-2-one
  参考文献：
  名称：

  Design, Synthesis, and Biological Evaluation of Simplified Analogues of (+)-Discodermolide. Additional Insights on the Importance of the Diene, the C(7) Hydroxyl, and the Lactone

  摘要：

  The design, synthesis, and biological evaluation of seven totally synthetic analogues of the antitumor agent (+)-discodermolide are reported. lid Saturation of the terminal diene system, alteration of the substituents on the lactone, and alkylation of the C(7)-hydroxyl group reveal significant structure-activity relationships.

  DOI：

  10.1021/ol052070m