ethyl (5S)-5-(4-bromophenyl)-5-[5-[(2-methylpropan-2-yl)oxy]-3,5-dioxopentoxy]-3-oxopentanoate | 913626-21-8

• 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: ethyl (5S)-5-(4-bromophenyl)-5-[5-[(2-methylpropan-2-yl)oxy]-3,5-dioxopentoxy]-3-oxopentanoate
• CAS: 913626-21-8
• 化学式: C₂₂H₂₉BrO₇
• 分子量: 485.372
• InChiKey: UWNGORJZVMBKBU-IBGZPJMESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  30
• 可旋转键数：
  15
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  96
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  ethyl (5S)-5-(4-bromophenyl)-5-[5-[(2-methylpropan-2-yl)oxy]-3,5-dioxopentoxy]-3-oxopentanoate 在 2,6-二甲基吡啶 、 sodium tetrahydroborate 、 三乙基硼氢化锂 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 为溶剂， 反应 25.75h， 生成 (3R)-5-[(1S,3S)-1-(4-bromophenyl)-3,5-bis[[tert-butyl(dimethyl)silyl]oxy]pentoxy]-3-[tert-butyl(dimethyl)silyl]oxypentanoic acid
  参考文献：
  名称：

  Synthesis and PKC Binding of a New Class of A-Ring Diversifiable Bryostatin Analogues Utilizing a Double Asymmetric Hydrogenation and Cross-Coupling Strategy

  摘要：

  [GRAPHICS]The design, asymmetric synthesis, and biological evaluation of a new class of bryostatin analogues based on a pseudosymmetric spacer domain are described. An aryl bromide diversification site is incorporated allowing access to systematically varied analogues. The new analogues all exhibit potent, nanomolar affinity to PKC.

  DOI：

  10.1021/ol0618149
• 作为产物：
  描述：

  3-[(1S)-1-(4-bromo-phenyl)-but-3-enyloxy]-propionitrile 在 二氯二茂钛 四氯化锡 、 臭氧 、 锌 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 7.41h， 生成 ethyl (5S)-5-(4-bromophenyl)-5-[5-[(2-methylpropan-2-yl)oxy]-3,5-dioxopentoxy]-3-oxopentanoate
  参考文献：
  名称：

  Synthesis and PKC Binding of a New Class of A-Ring Diversifiable Bryostatin Analogues Utilizing a Double Asymmetric Hydrogenation and Cross-Coupling Strategy

  摘要：

  [GRAPHICS]The design, asymmetric synthesis, and biological evaluation of a new class of bryostatin analogues based on a pseudosymmetric spacer domain are described. An aryl bromide diversification site is incorporated allowing access to systematically varied analogues. The new analogues all exhibit potent, nanomolar affinity to PKC.

  DOI：

  10.1021/ol0618149

文献信息

• Synthesis and PKC Binding of a New Class of A-Ring Diversifiable Bryostatin Analogues Utilizing a Double Asymmetric Hydrogenation and Cross-Coupling Strategy
  作者：Paul A. Wender、Joshua C. Horan

  DOI：10.1021/ol0618149

  日期：2006.9.1

  [GRAPHICS]The design, asymmetric synthesis, and biological evaluation of a new class of bryostatin analogues based on a pseudosymmetric spacer domain are described. An aryl bromide diversification site is incorporated allowing access to systematically varied analogues. The new analogues all exhibit potent, nanomolar affinity to PKC.