syn-methyl 3-hydroxy-2-(3-hydroxypropyl)-3-phenylpropionate

• 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: syn-methyl 3-hydroxy-2-(3-hydroxypropyl)-3-phenylpropionate
• 英文别名: methyl (2S)-5-hydroxy-2-[(S)-hydroxy(phenyl)methyl]pentanoate
• 化学式: C₁₃H₁₈O₄
• 分子量: 238.284
• InChiKey: AQKXBNMZHFOZEG-NWDGAFQWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  17
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  66.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  5,6-dihydro-pyran-2-one 在 chloro(1,5-cyclooctadiene)rhodium(I) dimer 、 (+)-1,2-双((2S,5S)-2,5-二甲基磷烷)苯 作用下， 以 苯 为溶剂， 反应 12.0h， 生成 syn-methyl 3-hydroxy-2-(3-hydroxypropyl)-3-phenylpropionate
  参考文献：
  名称：

  Generation of (E)-Silylketene Acetals in a Rhodium-DuPhos Catalyzed Two-Step Reductive Aldol Reaction

  摘要：

  [GRAPHICS]Mechanistic studies employing in situ NMR analysis implicate intermediate silicon enolates as reactive intermediates in the Rh-DuPhos catalyzed two-step reductive aldol reaction with Cl2MeSiH. These enolates undergo noncatalyzed reaction with a variety of aldehydes to give the derived syn-aldol adduct in high yields and diastereoselection.

  DOI：

  10.1021/ol016279l

文献信息

• Generation of (<i>E</i>)-Silylketene Acetals in a Rhodium-DuPhos Catalyzed Two-Step Reductive Aldol Reaction
  作者：Cun-Xiang Zhao、Jonathan Bass、James P. Morken

  DOI：10.1021/ol016279l

  日期：2001.9.1

  [GRAPHICS]Mechanistic studies employing in situ NMR analysis implicate intermediate silicon enolates as reactive intermediates in the Rh-DuPhos catalyzed two-step reductive aldol reaction with Cl2MeSiH. These enolates undergo noncatalyzed reaction with a variety of aldehydes to give the derived syn-aldol adduct in high yields and diastereoselection.