(3R,4S,E)-4-methoxy-2-methyl-1-(2-methylthiazol-4-yl)hexa-1,5-dien-3-ol | 1174394-72-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: (3R,4S,E)-4-methoxy-2-methyl-1-(2-methylthiazol-4-yl)hexa-1,5-dien-3-ol
• CAS: 1174394-72-9
• 化学式: C₁₂H₁₇NO₂S
• 分子量: 239.338
• InChiKey: MXIYOBVPYMHBTR-TXBNAWBVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.42
• 重原子数：
  16.0
• 可旋转键数：
  5.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  42.35
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (3R,4S,E)-4-methoxy-2-methyl-1-(2-methylthiazol-4-yl)hexa-1,5-dien-3-ol 、 叔丁氧基二苯基氯硅烷 在 咪唑 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以98%的产率得到
  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：

  在 cerium(III) chloride heptahydrate 、 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 6.25h， 生成 (3R,4S,E)-4-methoxy-2-methyl-1-(2-methylthiazol-4-yl)hexa-1,5-dien-3-ol 、
  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