(4R,5R)-4-chloro-6-[(4-methoxyphenyl)methoxy]-5-triethylsilyloxyhexanal | 1268352-22-2

• 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: (4R,5R)-4-chloro-6-[(4-methoxyphenyl)methoxy]-5-triethylsilyloxyhexanal
• CAS: 1268352-22-2
• 化学式: C₂₀H₃₃ClO₄Si
• 分子量: 401.018
• InChiKey: PFDNIVWJPGVZMX-WOJBJXKFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.19
• 重原子数：
  26
• 可旋转键数：
  14
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (4R,5R)-4-chloro-6-[(4-methoxyphenyl)methoxy]-5-triethylsilyloxyhexanal 在 甲醇 、 锂硼氢 、 (2R,5R)-2,5-二苯基吡咯烷 、 溴乙酸 作用下， 以 四氢呋喃 、 1,2-二氯乙烷 为溶剂， 反应 13.0h， 生成 (4S,6R,7R)-4,6-dichloro-8-((4-methoxybenzyl)oxy)-7-((triethylsilyl)oxy)octan-1-ol
  参考文献：
  名称：

  Asymmetric Total Synthesis of Danicalipin A and Evaluation of Biological Activity

  摘要：

  Asymmetric total synthesis of danicalipin A was achieved. The synthesis was characterized by diastereoselective introduction of chlorine atoms. Biological activities with synthetic danicalipin A, its enantiomer, and racemate were also evaluated toward brine shrimp. Both enantiomers of danicalipin A showed almost the same activity.

  DOI：

  10.1021/ol102882a
• 作为产物：
  描述：

  (2S-cis)-3-[[(4-methoxyphenyl)methoxy]methyl]-oxiranemethanol 在 2,6-二甲基吡啶 、 锂硼氢 、 氯化亚砜 、 草酰氯 、 2,2,6,6-四甲基哌啶氧化物 、 碘苯二乙酸 、 二甲基亚砜 、 三乙胺 作用下， 以 四氢呋喃 、 乙醚 、 二氯甲烷 为溶剂， 反应 24.58h， 生成 (4R,5R)-4-chloro-6-[(4-methoxyphenyl)methoxy]-5-triethylsilyloxyhexanal
  参考文献：
  名称：

  Asymmetric Total Synthesis of Danicalipin A and Evaluation of Biological Activity

  摘要：

  Asymmetric total synthesis of danicalipin A was achieved. The synthesis was characterized by diastereoselective introduction of chlorine atoms. Biological activities with synthetic danicalipin A, its enantiomer, and racemate were also evaluated toward brine shrimp. Both enantiomers of danicalipin A showed almost the same activity.

  DOI：

  10.1021/ol102882a

文献信息

• Asymmetric Total Synthesis of Danicalipin A and Evaluation of Biological Activity
  作者：Taiki Umezawa、Masayuki Shibata、Kensuke Kaneko、Tatsufumi Okino、Fuyuhiko Matsuda

  DOI：10.1021/ol102882a

  日期：2011.3.4

  Asymmetric total synthesis of danicalipin A was achieved. The synthesis was characterized by diastereoselective introduction of chlorine atoms. Biological activities with synthetic danicalipin A, its enantiomer, and racemate were also evaluated toward brine shrimp. Both enantiomers of danicalipin A showed almost the same activity.