(3R,5S)-7-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-heptanoic acid ethyl ester | 198754-79-9

• 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: (3R,5S)-7-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-heptanoic acid ethyl ester
• 英文别名: ethyl (3R,5S)-5-[tert-butyl(dimethyl)silyl]oxy-3-hydroxy-7-phenylmethoxyheptanoate
• CAS: 198754-79-9
• 化学式: C₂₂H₃₈O₅Si
• 分子量: 410.626
• InChiKey: CTEASCLZPCSJEI-UXHICEINSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.69
• 重原子数：
  28
• 可旋转键数：
  14
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  65
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  叔丁基二甲基氯硅烷 、 (3R,5S)-7-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-heptanoic acid ethyl ester 在 咪唑 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 生成 (3R,5S)-7-Benzyloxy-3,5-bis-(tert-butyl-dimethyl-silanyloxy)-heptanoic acid ethyl ester
  参考文献：
  名称：

  Enantioselective acyclic stereoselection under catalyst control—III. A very short asymmetric synthesis of the bryostatin C1C9 segment using the chiral oxazaborolidinone-promoted aldol reaction

  摘要：

  A very short asymmetric synthesis of the bryostatin C-1-C-9 segment was achieved by three sequential chiral oxazaborolidinone-promoted aldol reactions under 'catalyst control'. This synthetic methodology is based on a direct asymmetric incorporation of two acetate and one isobutyrate synthones into the framework. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0957-4166(97)00461-8
• 作为产物：
  描述：

  3-苄氧基丙醛 在 咪唑 、 nickel boride 、 (R)-4-isopropyl-1,3,2-oxazaborolidin-5-one 、 氢气 、 二异丁基氢化铝 、 (S)-4-isopropyl-1,3,2-oxazaborolidin-5-one 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 66.0h， 生成 (3R,5S)-7-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-heptanoic acid ethyl ester
  参考文献：
  名称：

  Enantioselective acyclic stereoselection under catalyst control—III. A very short asymmetric synthesis of the bryostatin C1C9 segment using the chiral oxazaborolidinone-promoted aldol reaction

  摘要：

  A very short asymmetric synthesis of the bryostatin C-1-C-9 segment was achieved by three sequential chiral oxazaborolidinone-promoted aldol reactions under 'catalyst control'. This synthetic methodology is based on a direct asymmetric incorporation of two acetate and one isobutyrate synthones into the framework. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0957-4166(97)00461-8