(S)-methyl 2-hydroxy-2,7-diphenylhept-3-ynoate

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (S)-methyl 2-hydroxy-2,7-diphenylhept-3-ynoate
• 英文别名: methyl (2S)-2-hydroxy-2,7-diphenylhept-3-ynoate
• 化学式: C₂₀H₂₀O₃
• 分子量: 308.377
• InChiKey: QRNMPYADYZIHST-HXUWFJFHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  23
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  苯甲酰甲酸甲酯 、 5-苯基-1-戊炔 在 N-甲基麻黄碱 、 zinc trifluoromethanesulfonate 、 三乙胺 作用下， 以 甲苯 为溶剂， 反应 72.0h， 生成 (S)-methyl 2-hydroxy-2,7-diphenylhept-3-ynoate 、 (R)-methyl 2-hydroxy-2,7-diphenylhept-3-ynoate
  参考文献：
  名称：

  Palladium(0)-Catalyzed Synthesis of Chiral Ene-allenes Using Alkenyl Trifluoroborates

  摘要：

  [GRAPHICS]Enantioenriched allenes serve as chiral transfer reagents, making them attractive synthetic targets. Herein, the synthesis of enantioenriched allenes utilizing a Pd(O)-catalyzed cross-coupling reaction of propargylic carbonates and phosphates with alkenyl trifluoroborates is reported. Di-, tri-, and tetrasubstituted allenes were synthesized in moderate to high optical yields. Several racemic allenes possessing various functional groups were also synthesized.

  DOI：

  10.1021/jo052201x

文献信息

• Palladium(0)-Catalyzed Synthesis of Chiral Ene-allenes Using Alkenyl Trifluoroborates
  作者：Gary A. Molander、Erin M. Sommers、Sharon R. Neufeldt

  DOI：10.1021/jo052201x

  日期：2006.2.17

  [GRAPHICS]Enantioenriched allenes serve as chiral transfer reagents, making them attractive synthetic targets. Herein, the synthesis of enantioenriched allenes utilizing a Pd(O)-catalyzed cross-coupling reaction of propargylic carbonates and phosphates with alkenyl trifluoroborates is reported. Di-, tri-, and tetrasubstituted allenes were synthesized in moderate to high optical yields. Several racemic allenes possessing various functional groups were also synthesized.