(1S,2Z,5R)-6-methyl-1-phenylhept-2-ene-1,5-diol | 1167534-95-3

• 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: (1S,2Z,5R)-6-methyl-1-phenylhept-2-ene-1,5-diol
• CAS: 1167534-95-3
• 化学式: C₁₄H₂₀O₂
• 分子量: 220.312
• InChiKey: WCUKHZPMFKHWNX-OAAFTFSASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.68
• 重原子数：
  16.0
• 可旋转键数：
  5.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  40.46
• 氢给体数：
  2.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  (1S,2Z,5R)-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64%的产率得到(3R,5Z,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
• 作为产物：
  描述：

  、 苯甲醛 、 异丁醛 反应 2.0h， 以72%的产率得到(1S,2Z,5R)-6-methyl-1-phenylhept-2-ene-1,5-diol
  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