2-(diethoxyphosphoryl)-3-(1-methoxy-2-oxocyclohexyl)propanoic acid | 896469-26-4

• 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: 2-(diethoxyphosphoryl)-3-(1-methoxy-2-oxocyclohexyl)propanoic acid
• 英文别名: 2-diethoxyphosphoryl-3-[(1R)-1-methoxy-2-oxocyclohexyl]propanoic acid
• CAS: 896469-26-4
• 化学式: C₁₄H₂₅O₇P
• 分子量: 336.322
• InChiKey: SACUBDJWYOBKEJ-SBXXRYSUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  22
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  99.1
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2-(diethoxyphosphoryl)-3-(1-methoxy-2-oxocyclohexyl)propanoic acid 在 钾硼氢 、 三氟乙酸酐 作用下， 以 甲醇 、 甲苯 为溶剂， 反应 48.0h， 生成 diethyl 4a-methoxy-2-oxo-octahydro-2H-chromen-3-ylphosphonate
  参考文献：
  名称：

  Highly enantioselective synthesis of α-methylene-δ-valerolactones by an asymmetric Michael reaction

  摘要：

  The synthesis of alpha-methylene-6-valerolactones 7, 13, and 19 with enantiomeric excesses of 90-97% was achieved by the asymmetric Michael reaction of chiral imines 3, 9, and 15 with the acrylate 1. Reduction of the carbonyl group of the resulting adducts followed by lactonization and HWE reaction with formaldehyde yielded the lactones as mixtures of diastereoisomers. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2006.03.007
• 作为产物：
  描述：

  E-2-(RS)-methoxycyclohexaneimine 、 dicyclohexylammonium 2-(diethoxyphosphoryl)acrylate 以 苯 为溶剂， 反应 48.0h， 以80%的产率得到2-(diethoxyphosphoryl)-3-(1-methoxy-2-oxocyclohexyl)propanoic acid
  参考文献：
  名称：

  Highly enantioselective synthesis of α-methylene-δ-valerolactones by an asymmetric Michael reaction

  摘要：

  The synthesis of alpha-methylene-6-valerolactones 7, 13, and 19 with enantiomeric excesses of 90-97% was achieved by the asymmetric Michael reaction of chiral imines 3, 9, and 15 with the acrylate 1. Reduction of the carbonyl group of the resulting adducts followed by lactonization and HWE reaction with formaldehyde yielded the lactones as mixtures of diastereoisomers. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2006.03.007

文献信息

• Highly enantioselective synthesis of α-methylene-δ-valerolactones by an asymmetric Michael reaction
  作者：Henryk Krawczyk、Marcin Śliwiński、Jacek Kędzia、Jakub Wojciechowski、Wojciech M. Wolf

  DOI：10.1016/j.tetasy.2006.03.007

  日期：2006.3

  The synthesis of alpha-methylene-6-valerolactones 7, 13, and 19 with enantiomeric excesses of 90-97% was achieved by the asymmetric Michael reaction of chiral imines 3, 9, and 15 with the acrylate 1. Reduction of the carbonyl group of the resulting adducts followed by lactonization and HWE reaction with formaldehyde yielded the lactones as mixtures of diastereoisomers. (c) 2006 Elsevier Ltd. All rights reserved.