(6R,7R,E)-8-((S)-4-benzyl-2-oxooxazolidin-3-yl)-6-hydroxy-7-methyl-3-methylene-8-oxooct-4-en-2-yl benzoate | 1354716-16-7

• 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: (6R,7R,E)-8-((S)-4-benzyl-2-oxooxazolidin-3-yl)-6-hydroxy-7-methyl-3-methylene-8-oxooct-4-en-2-yl benzoate
• 英文别名: [(E,6R,7R)-8-[(4S)-4-benzyl-2-oxo-1,3-oxazolidin-3-yl]-6-hydroxy-7-methyl-3-methylidene-8-oxooct-4-en-2-yl] benzoate
• CAS: 1354716-16-7
• 化学式: C₂₇H₂₉NO₆
• 分子量: 463.53
• InChiKey: DQUKBXXDGKHVGR-JGYWXZSWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  34
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  93.1
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  3-((4E)(2R,3R)-3-hydroxy-2-methyl5-phenylpent-4-enoyl)(4S)-4-benzyl-1,3-oxazolidin-2-one 在 Hoveyda-Blechert second generation catalyst 作用下， 以 1,2-二氯乙烷 为溶剂， 45.0 ℃ 、413.7 kPa 条件下， 反应 26.0h， 生成 (6R,7R,E)-8-((S)-4-benzyl-2-oxooxazolidin-3-yl)-6-hydroxy-7-methyl-3-methylene-8-oxooct-4-en-2-yl benzoate
  参考文献：
  名称：

  Alkene Metathesis Approach to β-Unsubstituted Anti-Allylic Alcohols and Their Use in Ene–Yne Metathesis

  摘要：

  The synthesis of beta-unsubstituted, anti-allylic alcohols using a catalytic Evans aldol reaction conjoined with a relay-type ring-closing alkene metathesis is reported. The metathesis step serves to remove a beta-alkenyl group, which facilitated the aldol step. The beta-substituted enals serve as acrolein surrogates. The products were employed in ene-yne cross metathesis.

  DOI：

  10.1021/jo202398q

文献信息

• Alkene Metathesis Approach to β-Unsubstituted <i>Anti</i>-Allylic Alcohols and Their Use in Ene–Yne Metathesis
  作者：Joseph R. Clark、Jonathan M. French、Steven T. Diver

  DOI：10.1021/jo202398q

  日期：2012.2.3

  The synthesis of beta-unsubstituted, anti-allylic alcohols using a catalytic Evans aldol reaction conjoined with a relay-type ring-closing alkene metathesis is reported. The metathesis step serves to remove a beta-alkenyl group, which facilitated the aldol step. The beta-substituted enals serve as acrolein surrogates. The products were employed in ene-yne cross metathesis.