[(R)-4-(4-Bromo-phenyl)-1-((2S,6S,7S,10R)-7-isopropyl-10-methyl-1,5-dioxa-spiro[5.5]undec-2-ylmethyl)-butoxy]-tert-butyl-dimethyl-silane | 853562-98-8

• 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: [(R)-4-(4-Bromo-phenyl)-1-((2S,6S,7S,10R)-7-isopropyl-10-methyl-1,5-dioxa-spiro[5.5]undec-2-ylmethyl)-butoxy]-tert-butyl-dimethyl-silane
• 英文别名: [(2R)-5-(4-bromophenyl)-1-[(4S,6S,8R,11S)-8-methyl-11-propan-2-yl-1,5-dioxaspiro[5.5]undecan-4-yl]pentan-2-yl]oxy-tert-butyl-dimethylsilane
• CAS: 853562-98-8
• 化学式: C₃₀H₅₁BrO₃Si
• 分子量: 567.723
• InChiKey: SJGQZJZHNXILPU-JGZBXKSASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.15
• 重原子数：
  35
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  [(R)-4-(4-Bromo-phenyl)-1-((2S,6S,7S,10R)-7-isopropyl-10-methyl-1,5-dioxa-spiro[5.5]undec-2-ylmethyl)-butoxy]-tert-butyl-dimethyl-silane 在 potassium tert-butylate 、 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 9.0h， 生成 (2S,6S,7S,10R)-2-[(R)-2-Allyloxy-5-(4-bromo-phenyl)-pentyl]-7-isopropyl-10-methyl-1,5-dioxa-spiro[5.5]undecane
  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：

  tert-Butyl-[(R)-1-((2S,6S,7S,10R)-7-isopropyl-10-methyl-1,5-dioxa-spiro[5.5]undec-2-ylmethyl)-but-3-enyloxy]-dimethyl-silane 在 Rh/Al₂O₃ RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 、 氢气 作用下， 以 乙醇 、 1,2-二氯乙烷 为溶剂， 40.0 ℃ 、101.33 kPa 条件下， 反应 7.0h， 生成 [(R)-4-(4-Bromo-phenyl)-1-((2S,6S,7S,10R)-7-isopropyl-10-methyl-1,5-dioxa-spiro[5.5]undec-2-ylmethyl)-butoxy]-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