((S)-1-{2-[(R)-4-(4-Bromo-phenyl)-1-((2S,6S,7S,10R)-7-isopropyl-10-methyl-1,5-dioxa-spiro[5.5]undec-2-ylmethyl)-butoxy]-ethyl}-but-3-enyloxy)-tert-butyl-dimethyl-silane | 853563-06-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: ((S)-1-{2-[(R)-4-(4-Bromo-phenyl)-1-((2S,6S,7S,10R)-7-isopropyl-10-methyl-1,5-dioxa-spiro[5.5]undec-2-ylmethyl)-butoxy]-ethyl}-but-3-enyloxy)-tert-butyl-dimethyl-silane
• CAS: 853563-06-1
• 化学式: C₃₆H₆₁BrO₄Si
• 分子量: 665.867
• InChiKey: DPPBBQBQSBOLPT-WQPJHWFKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.5
• 重原子数：
  42.0
• 可旋转键数：
  15.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  36.92
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  ((S)-1-{2-[(R)-4-(4-Bromo-phenyl)-1-((2S,6S,7S,10R)-7-isopropyl-10-methyl-1,5-dioxa-spiro[5.5]undec-2-ylmethyl)-butoxy]-ethyl}-but-3-enyloxy)-tert-butyl-dimethyl-silane 在 potassium permanganate 、 sodium periodate 、 phosphate buffer 作用下， 以 叔丁醇 为溶剂， 反应 3.0h， 以75%的产率得到(R)-5-[(R)-4-(4-Bromo-phenyl)-1-((2S,6S,7S,10R)-7-isopropyl-10-methyl-1,5-dioxa-spiro[5.5]undec-2-ylmethyl)-butoxy]-3-(tert-butyl-dimethyl-silanyloxy)-pentanoic acid
  参考文献：
  名称：

  Role of the A-Ring of Bryostatin Analogues in PKC Binding:  Synthesis and Initial Biological Evaluation of New A-Ring-Modified Bryologs

  摘要：

  The syntheses of three newly designed bryostatin analogues are reported. These simplified analogues, which lack the A-ring present in the natural product but possess differing groups at C9, were obtained using a divergent approach from a common intermediate. All three analogues exhibit potent, single-digit nanomolar affinity to protein kinase C.

  DOI：

  10.1021/ol0504650
• 作为产物：
  描述：

  (2S,6S,7S,10R)-2-[(R)-2-Allyloxy-5-(4-bromo-phenyl)-pentyl]-7-isopropyl-10-methyl-1,5-dioxa-spiro[5.5]undecane 在 咪唑 、 sodium hydroxide 、 双氧水 、 戴斯-马丁氧化剂 作用下， 以 四氢呋喃 、 乙醚 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 13.0h， 生成 ((S)-1-{2-[(R)-4-(4-Bromo-phenyl)-1-((2S,6S,7S,10R)-7-isopropyl-10-methyl-1,5-dioxa-spiro[5.5]undec-2-ylmethyl)-butoxy]-ethyl}-but-3-enyloxy)-tert-butyl-dimethyl-silane
  参考文献：
  名称：

  Role of the A-Ring of Bryostatin Analogues in PKC Binding:  Synthesis and Initial Biological Evaluation of New A-Ring-Modified Bryologs

  摘要：

  The syntheses of three newly designed bryostatin analogues are reported. These simplified analogues, which lack the A-ring present in the natural product but possess differing groups at C9, were obtained using a divergent approach from a common intermediate. All three analogues exhibit potent, single-digit nanomolar affinity to protein kinase C.

  DOI：

  10.1021/ol0504650