(12Z,16E)-(3S,6R,7S,8S,15S)-3,7-Bis-(tert-butyl-dimethyl-silanyloxy)-15-hydroxy-4,4,6,8,12,16-hexamethyl-17-(2-methyl-thiazol-4-yl)-5-oxo-heptadeca-12,16-dien-9-ynoic acid | 414866-23-2

• 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: (12Z,16E)-(3S,6R,7S,8S,15S)-3,7-Bis-(tert-butyl-dimethyl-silanyloxy)-15-hydroxy-4,4,6,8,12,16-hexamethyl-17-(2-methyl-thiazol-4-yl)-5-oxo-heptadeca-12,16-dien-9-ynoic acid
• CAS: 414866-23-2
• 化学式: C₃₉H₆₇NO₆SSi₂
• 分子量: 734.201
• InChiKey: TVTOZMPYAQBVJP-ULCRRKNHSA-N

物化性质

• 沸点：
  734.9±60.0 °C(predicted)
• 密度：
  1.034±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  10.07
• 重原子数：
  49.0
• 可旋转键数：
  16.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.72
• 拓扑面积：
  105.95
• 氢给体数：
  2.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  (12Z,16E)-(3S,6R,7S,8S,15S)-3,7-Bis-(tert-butyl-dimethyl-silanyloxy)-15-hydroxy-4,4,6,8,12,16-hexamethyl-17-(2-methyl-thiazol-4-yl)-5-oxo-heptadeca-12,16-dien-9-ynoic acid 在 2,4,6-三氯苯甲酰氯 、 三乙胺 、 4-二甲氨基吡啶 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 5.25h， 以47%的产率得到Oxacyclohexadec-13-en-10-yne-2,6-dione,4,8-bis[[(1,1-dimethylethyl)dimethylsilyl]oxy]-5,5,7,9,13-pentamethyl-16-[(1E)-1-methyl-2-(2-methyl-4-thiazolyl)ethenyl]-,(4S,7R,8S,9S,13Z,16S)-
  参考文献：
  名称：

  Synthesis, Conformational Analysis, and Bioassay of 9,10-Didehydroepothilone D

  摘要：

  [GRAPHICS]9,10-Didehydroepothilone D was synthesized, its conformation was studied, and its tubulin polymerization and antiproliferative activity were compared with that of epothilone D and certain analogues.

  DOI：

  10.1021/ol020023d
• 作为产物：
  描述：

  (12Z,16E)-(3S,6R,7S,8S,15S)-3,7-Bis-(tert-butyl-dimethyl-silanyloxy)-4,4,6,8,12,16-hexamethyl-17-(2-methyl-thiazol-4-yl)-5-oxo-15-triethylsilanyloxy-heptadeca-12,16-dien-9-ynoic acid 2-trimethylsilanyl-ethyl ester 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以99%的产率得到(12Z,16E)-(3S,6R,7S,8S,15S)-3,7-Bis-(tert-butyl-dimethyl-silanyloxy)-15-hydroxy-4,4,6,8,12,16-hexamethyl-17-(2-methyl-thiazol-4-yl)-5-oxo-heptadeca-12,16-dien-9-ynoic acid
  参考文献：
  名称：

  Synthesis, Conformational Analysis, and Bioassay of 9,10-Didehydroepothilone D

  摘要：

  [GRAPHICS]9,10-Didehydroepothilone D was synthesized, its conformation was studied, and its tubulin polymerization and antiproliferative activity were compared with that of epothilone D and certain analogues.

  DOI：

  10.1021/ol020023d