(3S)-1-(4-methoxybenzyl)-3,6-dihydroxypiperidin-2-one | 1047679-66-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: (3S)-1-(4-methoxybenzyl)-3,6-dihydroxypiperidin-2-one
• 英文别名: (3S)-3,6-dihydroxy-1-[(4-methoxyphenyl)methyl]piperidin-2-one
• CAS: 1047679-66-2
• 化学式: C₁₃H₁₇NO₄
• 分子量: 251.282
• InChiKey: VQPDILOTCUPFRB-PXYINDEMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  70
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (3S)-1-(4-methoxybenzyl)-3,6-dihydroxypiperidin-2-one 、 乙酸酐 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以73%的产率得到(3S)-3,6-diacetoxy-1-(4-methoxybenzyl)-2-piperidinone
  参考文献：
  名称：

  Asymmetric syntheses of (−)-epi-pseudoconhydrine and (−)-5-hydroxysedamine based on a cis-diastereoselective 1,4-asymmetric induction

  摘要：

  The asymmetric syntheses of (-)-epi-pseudoconhydrine and (-)-5-hydroxysedamine are reported. The key to these syntheses is an unusual highly cis-diastereoselective 1,4-asymmetric induction in the alpha-amidoallylation of the new chiral building block 15. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2008.05.002
• 作为产物：
  描述：

  S-2,5-dihydroxy-N-(4-methoxybenzyl)pentanamide 在 乙酸酐 作用下， 以 二氯甲烷 为溶剂， 反应 0.33h， 以70%的产率得到(3S)-1-(4-methoxybenzyl)-3,6-dihydroxypiperidin-2-one
  参考文献：
  名称：

  Asymmetric syntheses of (−)-epi-pseudoconhydrine and (−)-5-hydroxysedamine based on a cis-diastereoselective 1,4-asymmetric induction

  摘要：

  The asymmetric syntheses of (-)-epi-pseudoconhydrine and (-)-5-hydroxysedamine are reported. The key to these syntheses is an unusual highly cis-diastereoselective 1,4-asymmetric induction in the alpha-amidoallylation of the new chiral building block 15. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2008.05.002

文献信息

• Asymmetric syntheses of (−)-epi-pseudoconhydrine and (−)-5-hydroxysedamine based on a cis-diastereoselective 1,4-asymmetric induction
  作者：Gang Liu、Jie Meng、Chen-Guo Feng、Pei-Qiang Huang

  DOI：10.1016/j.tetasy.2008.05.002

  日期：2008.6

  The asymmetric syntheses of (-)-epi-pseudoconhydrine and (-)-5-hydroxysedamine are reported. The key to these syntheses is an unusual highly cis-diastereoselective 1,4-asymmetric induction in the alpha-amidoallylation of the new chiral building block 15. (C) 2008 Elsevier Ltd. All rights reserved.