[bis-(2,2,2-trifluoro-ethoxy)-phosphoryl]-acetic acid 3,9,13,15-tetrakis-(tert-butyl-dimethyl-silanyloxy)-19-hydroxy-2,6,8,10,16-pentamethyl-1-(1-methyl-penta-2,4-dienyl)-nonadeca-11,17-dienyl ester | 887602-38-2

• 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: [bis-(2,2,2-trifluoro-ethoxy)-phosphoryl]-acetic acid 3,9,13,15-tetrakis-(tert-butyl-dimethyl-silanyloxy)-19-hydroxy-2,6,8,10,16-pentamethyl-1-(1-methyl-penta-2,4-dienyl)-nonadeca-11,17-dienyl ester
• CAS: 887602-38-2
• 化学式: C₆₀H₁₁₅F₆O₁₀PSi₄
• 分子量: 1253.87
• InChiKey: NMRGEFYLLDQSIT-BIDRIGEUSA-N

物化性质

• 沸点：
  906.1±65.0 °C(predicted)
• 密度：
  1.012±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  19.03
• 重原子数：
  81.0
• 可旋转键数：
  34.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  118.98
• 氢给体数：
  1.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  [bis-(2,2,2-trifluoro-ethoxy)-phosphoryl]-acetic acid 3,9,13,15-tetrakis-(tert-butyl-dimethyl-silanyloxy)-19-hydroxy-2,6,8,10,16-pentamethyl-1-(1-methyl-penta-2,4-dienyl)-nonadeca-11,17-dienyl ester 在 戴斯-马丁氧化剂 作用下， 以 二氯甲烷 为溶剂， 生成 [Bis-(2,2,2-trifluoro-ethoxy)-phosphoryl]-acetic acid (11Z,17E)-(1S,2R,3R,6S,8S,9R,10S,13S,15S,16R)-3,9,13,15-tetrakis-(tert-butyl-dimethyl-silanyloxy)-2,6,8,10,16-pentamethyl-1-((Z)-(S)-1-methyl-penta-2,4-dienyl)-19-oxo-nonadeca-11,17-dienyl ester
  参考文献：
  名称：

  Total Synthesis of (−)-Dictyostatin

  摘要：

  A convergent total synthesis of dictyostatin is described. Key features of the synthesis include the use of titanium-mediated cyclizations of (silyloxy)enynes for the synthesis of stereotriads, a subunit coupling by metathesis, and macrocyclization by intramolecular Horner-Wadsworth-Emmons olefination.

  DOI：

  10.1021/ja0609708
• 作为产物：
  描述：

  [bis-(2,2,2-trifluoro-ethoxy)-phosphoryl]-acetic acid 3,9,13,15,19-pentakis-(tert-butyl-dimethyl-silanyloxy)-2,6,8,10,16-pentamethyl-1-(1-methyl-penta-2,4-dienyl)-nonadeca-11,17-dienyl ester 在 溶剂黄146 作用下， 以 四氢呋喃 为溶剂， 以60%的产率得到[bis-(2,2,2-trifluoro-ethoxy)-phosphoryl]-acetic acid 3,9,13,15-tetrakis-(tert-butyl-dimethyl-silanyloxy)-19-hydroxy-2,6,8,10,16-pentamethyl-1-(1-methyl-penta-2,4-dienyl)-nonadeca-11,17-dienyl ester
  参考文献：
  名称：

  Total Synthesis of (−)-Dictyostatin

  摘要：

  A convergent total synthesis of dictyostatin is described. Key features of the synthesis include the use of titanium-mediated cyclizations of (silyloxy)enynes for the synthesis of stereotriads, a subunit coupling by metathesis, and macrocyclization by intramolecular Horner-Wadsworth-Emmons olefination.

  DOI：

  10.1021/ja0609708