(R)-5-ethoxycarbonyl-6-methyl-4-(3,4,5-trimethoxyphenyl)-3,4-dihydropyrimidin-2(1H)-one | 1388627-86-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: (R)-5-ethoxycarbonyl-6-methyl-4-(3,4,5-trimethoxyphenyl)-3,4-dihydropyrimidin-2(1H)-one
• 英文别名: ethyl (4R)-6-methyl-2-oxo-4-(3,4,5-trimethoxyphenyl)-3,4-dihydro-1H-pyrimidine-5-carboxylate
• CAS: 1388627-86-8
• 化学式: C₁₇H₂₂N₂O₆
• mdl: MFCD00124781
• 分子量: 350.371
• InChiKey: DRYINFWYQWTQOV-CQSZACIVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  25
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  95.1
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  ethyl 6-methyl-2-oxo-4-(3,4,5-trimethoxyphenyl)-1,2,3,4-tetrahydropyrimidine-5-carboxylate 在 lithium aluminium tetrahydride 、 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 生成 (R)-5-ethoxycarbonyl-6-methyl-4-(3,4,5-trimethoxyphenyl)-3,4-dihydropyrimidin-2(1H)-one
  参考文献：
  名称：

  Chemical resolution of enantiomers of 3,4-dihydropyrimidin-2(1H)-ones using chiral auxiliary approach

  摘要：

  Inherently racemic DHPMs have been resolved using chemical resolution methodology by appending enantiopure chiral auxiliary at N-1 or N-3 position of the DHPMs, leading to the formation of both diastereomers, which were separated chromatographically to obtain both enantiomers (ee upto 99.9%) of DHPMs, after removal of the auxiliary. Absolute configuration of the enantiomers has been assigned. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.05.073

文献信息

• Chemical resolution of enantiomers of 3,4-dihydropyrimidin-2(1H)-ones using chiral auxiliary approach
  作者：Kamaljit Singh、Kawaljit Singh、Hardeep Kaur

  DOI：10.1016/j.tet.2012.05.073

  日期：2012.8

  Inherently racemic DHPMs have been resolved using chemical resolution methodology by appending enantiopure chiral auxiliary at N-1 or N-3 position of the DHPMs, leading to the formation of both diastereomers, which were separated chromatographically to obtain both enantiomers (ee upto 99.9%) of DHPMs, after removal of the auxiliary. Absolute configuration of the enantiomers has been assigned. (C) 2012 Elsevier Ltd. All rights reserved.