(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 | 414866-22-1

• 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)-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
• 英文别名: 2-trimethylsilylethyl (3S,6R,7S,8S,12Z,15S,16E)-3,7-bis[[tert-butyl(dimethyl)silyl]oxy]-4,4,6,8,12,16-hexamethyl-17-(2-methyl-1,3-thiazol-4-yl)-5-oxo-15-triethylsilyloxyheptadeca-12,16-dien-9-ynoate
• CAS: 414866-22-1
• 化学式: C₅₀H₉₃NO₆SSi₄
• 分子量: 948.7
• InChiKey: PYSPWRUVDJRWDK-YGPOFWJESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  14.89
• 重原子数：
  62
• 可旋转键数：
  27
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  112
• 氢给体数：
  0
• 氢受体数：
  8

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)-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 2,4,6-三氯苯甲酰氯 、 四丁基氟化铵 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 6.25h， 生成 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：

  2-trimethylsilylethyl (3S,6R,7S,8S)-3,7-bis[[tert-butyl(dimethyl)silyl]oxy]-4,4,6,8-tetramethyl-5-oxodec-9-ynoate 、 [(1E,3S,5Z)-7-chloro-2,6-dimethyl-1-(2-methyl-1,3-thiazol-4-yl)hepta-1,5-dien-3-yl]oxy-triethylsilane 在 copper(l) iodide 、 三乙胺 作用下， 以 乙醚 、 N,N-二甲基甲酰胺 为溶剂， 反应 18.0h， 以58%的产率得到(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
  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