3-[(2-methoxyphenyl)dimethylsilanyl]octa-1,7-dien-4-ol | 1233348-01-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3-[(2-methoxyphenyl)dimethylsilanyl]octa-1,7-dien-4-ol
• 英文别名: (3S,4R)-3-[(2-methoxyphenyl)-dimethylsilyl]octa-1,7-dien-4-ol
• CAS: 1233348-01-0
• 化学式: C₁₇H₂₆O₂Si
• 分子量: 290.478
• InChiKey: ZLWVKCROPNQCHG-ZBFHGGJFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.49
• 重原子数：
  20
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-[(2-methoxyphenyl)dimethylsilanyl]octa-1,7-dien-4-ol 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以93%的产率得到2-[(2-methoxyphenyl)dimethylsilanyl]cyclohex-3-enol
  参考文献：
  名称：

  On the [3 + 2] Annulation of Cyclic Allylsilanes with N-Phenyltriazolinedione: An Enantio- and Diastereoselective Synthesis of cis-1,3-Diaminocyclitols

  摘要：

  Improved conditions were found to trigger [3 + 2] annulation of cyclic allylsilanes with N-phenyltriazolinedione (PTAD); the products from this reaction were readily tailored into cis-1,3-diaminocyclitols in highly enantioenriched form with full stereochemical control of up to four contiguous stereogenic centers.

  DOI：

  10.1021/jo100724w
• 作为产物：
  描述：

  4-戊烯醛 、 在 水 、 双氧水 、 sodium hydroxide 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 生成 3-[(2-methoxyphenyl)dimethylsilanyl]octa-1,7-dien-4-ol 、 3-[(2-methoxyphenyl)dimethylsilanyl]octa-1,7-dien-4-ol
  参考文献：
  名称：

  On the [3 + 2] Annulation of Cyclic Allylsilanes with N-Phenyltriazolinedione: An Enantio- and Diastereoselective Synthesis of cis-1,3-Diaminocyclitols

  摘要：

  Improved conditions were found to trigger [3 + 2] annulation of cyclic allylsilanes with N-phenyltriazolinedione (PTAD); the products from this reaction were readily tailored into cis-1,3-diaminocyclitols in highly enantioenriched form with full stereochemical control of up to four contiguous stereogenic centers.

  DOI：

  10.1021/jo100724w

文献信息

• On the [3 + 2] Annulation of Cyclic Allylsilanes with <i>N</i>-Phenyltriazolinedione: An Enantio- and Diastereoselective Synthesis of <i>cis</i>-1,3-Diaminocyclitols
  作者：Raudra T. Dey、Tarun K. Sarkar

  DOI：10.1021/jo100724w

  日期：2010.7.2

  Improved conditions were found to trigger [3 + 2] annulation of cyclic allylsilanes with N-phenyltriazolinedione (PTAD); the products from this reaction were readily tailored into cis-1,3-diaminocyclitols in highly enantioenriched form with full stereochemical control of up to four contiguous stereogenic centers.