phenyl (S)-4,4-dimethyl-5-oxo-3-((trimethylsilyl)oxy)heptanoate | 1174394-76-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚酯
• 英文名称: phenyl (S)-4,4-dimethyl-5-oxo-3-((trimethylsilyl)oxy)heptanoate
• CAS: 1174394-76-3
• 化学式: C₁₈H₂₈O₄Si
• 分子量: 336.503
• InChiKey: IYQRPMQJFXETDG-INIZCTEOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.21
• 重原子数：
  23.0
• 可旋转键数：
  8.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  52.6
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  phenyl (S)-4,4-dimethyl-5-oxo-3-((trimethylsilyl)oxy)heptanoate 在 水 、 三氟乙酸 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 2.0h， 生成
  参考文献：
  名称：

  New Sources of Chemical Diversity Inspired by Biosynthesis: Rational Design of a Potent Epothilone Analogue

  摘要：

  A concise total synthesis of (S)-14-methoxyepothilone D has been accomplished. (S)-14-Methoxyepothilone D represents a conceptually novel example of polyketide analogue design based on an alternative biogenetic pattern of extender units. The significant biological activity observed for this compound provides a foundation to support studies designed to prepare derivatives of this type through fermentation of genetically engineered organisms expressing the epothilone PKS gene cluster.

  DOI：

  10.1021/ol900971r
• 作为产物：
  描述：

  1-苯氧基-1-(三甲基硅氧基)乙烯 、 2,2-二甲基-3-氧代戊醛 在 硼烷四氢呋喃络合物 、 N-对甲苯磺酰基-D-缬氨酸 作用下， 以 二氯甲烷 为溶剂， 以69%的产率得到phenyl (S)-4,4-dimethyl-5-oxo-3-((trimethylsilyl)oxy)heptanoate
  参考文献：
  名称：

  New Sources of Chemical Diversity Inspired by Biosynthesis: Rational Design of a Potent Epothilone Analogue

  摘要：

  A concise total synthesis of (S)-14-methoxyepothilone D has been accomplished. (S)-14-Methoxyepothilone D represents a conceptually novel example of polyketide analogue design based on an alternative biogenetic pattern of extender units. The significant biological activity observed for this compound provides a foundation to support studies designed to prepare derivatives of this type through fermentation of genetically engineered organisms expressing the epothilone PKS gene cluster.

  DOI：

  10.1021/ol900971r