(3S,5E,7S)-7-{[tert-butyl(dimethyl)silyl]oxy}-2-methyl-7-phenylhept-5-en-3-ol | 1167535-33-2

• 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: (3S,5E,7S)-7-{[tert-butyl(dimethyl)silyl]oxy}-2-methyl-7-phenylhept-5-en-3-ol
• 英文别名: (E,3S,7S)-7-[tert-butyl(dimethyl)silyl]oxy-2-methyl-7-phenylhept-5-en-3-ol
• CAS: 1167535-33-2
• 化学式: C₂₀H₃₄O₂Si
• 分子量: 334.574
• InChiKey: MTEYSFMRMJNFKO-AZEVEFHYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.71
• 重原子数：
  23
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 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：

  (3S,5E,7S)-7-{[tert-butyl(dimethyl)silyl]oxy}-2-methyl-7-phenylhept-5-en-3-ol 、 四甲基二硅氮烷 反应 18.0h， 以100%的产率得到
  参考文献：
  名称：

  Stereoselective Synthesis of syn,syn- and syn,anti-1,3,5-Triols via Intramolecular Hydrosilylation of Substituted Pent-3-en-1,5-diols

  摘要：

  A stereoselective method for synthesis of syn,syn- and syn,anti-1,3,5-triols based on a double allylboration-intramolecular hydrosilylation sequence has been developed. The 1,3-syn stereocontrol is achieved in the intramolecular hydrosilylation of monoprotected (Z)-1,5-syn-diols and (E)-1,5-anti-diols with 87:13 to 95:5 and 86:14 to 88:12 diastereomeric ratios, respectively, by using 0.5 mol % of Karstedt's catalyst in toluene.

  DOI：

  10.1021/ol9009877
• 作为产物：
  描述：

  (1S,2E,5S)-6-methyl-1-phenylhept-2-ene-1,5-diol 、 叔丁基二甲基氯硅烷 在 咪唑 、 4-二甲氨基吡啶 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 以65%的产率得到(3S,5E,7S)-7-{[tert-butyl(dimethyl)silyl]oxy}-2-methyl-7-phenylhept-5-en-3-ol
  参考文献：
  名称：

  Stereoselective Synthesis of syn,syn- and syn,anti-1,3,5-Triols via Intramolecular Hydrosilylation of Substituted Pent-3-en-1,5-diols

  摘要：

  A stereoselective method for synthesis of syn,syn- and syn,anti-1,3,5-triols based on a double allylboration-intramolecular hydrosilylation sequence has been developed. The 1,3-syn stereocontrol is achieved in the intramolecular hydrosilylation of monoprotected (Z)-1,5-syn-diols and (E)-1,5-anti-diols with 87:13 to 95:5 and 86:14 to 88:12 diastereomeric ratios, respectively, by using 0.5 mol % of Karstedt's catalyst in toluene.

  DOI：

  10.1021/ol9009877

文献信息

• Stereoselective Synthesis of <i>syn,syn</i>- and <i>syn</i>,<i>anti</i>-1,3,5-Triols via Intramolecular Hydrosilylation of Substituted Pent-3-en-1,5-diols
  作者：Fangzheng Li、William R. Roush

  DOI：10.1021/ol9009877

  日期：2009.7.2

  A stereoselective method for synthesis of syn,syn- and syn,anti-1,3,5-triols based on a double allylboration-intramolecular hydrosilylation sequence has been developed. The 1,3-syn stereocontrol is achieved in the intramolecular hydrosilylation of monoprotected (Z)-1,5-syn-diols and (E)-1,5-anti-diols with 87:13 to 95:5 and 86:14 to 88:12 diastereomeric ratios, respectively, by using 0.5 mol % of Karstedt's catalyst in toluene.