(5S,6R)-5,6-diallyl-1-[(1R)-2-hydroxy-1-phenylethyl]-2-piperidone | 1107664-89-0

• 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: (5S,6R)-5,6-diallyl-1-[(1R)-2-hydroxy-1-phenylethyl]-2-piperidone
• 英文别名: (5S,6R)-1-[(1R)-2-hydroxy-1-phenylethyl]-5,6-bis(prop-2-enyl)piperidin-2-one
• CAS: 1107664-89-0
• 化学式: C₁₉H₂₅NO₂
• 分子量: 299.413
• InChiKey: ASHSKDYVYQCLJQ-NXHRZFHOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  22
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  40.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (3R,8S,8aS)-8-allyl-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine 、 烯丙基三甲基硅烷 在 四氯化钛 作用下， 以 二氯甲烷 为溶剂， 反应 18.0h， 生成 (5S,6R)-5,6-diallyl-1-[(1R)-2-hydroxy-1-phenylethyl]-2-piperidone 、 (5S,6S)-5,6-diallyl-1-[(1R)-2-hydroxy-1-phenylethyl]-2-piperidone
  参考文献：
  名称：

  Stereocontrolled synthesis of enantiopure cis- and trans-3,4,4a,5,8,8a-hexahydro-1H-quinolin-2-ones

  摘要：

  Starting from the 8-allyl substituted oxazolopiperidone lactam 2b, which is easily accessible from (R)-phenylglycinol and racemic delta-oxoester 1a, two-step sequences involving a stereciselective alpha-amidoalkylation reaction, either with inversion or retention Of configuration, followed by a ring-closing metathesis, provide diastereodivergent routes to enantiopure cis- and trans-3,4,4a,5,8,8a-hexahydro-1H-quinolin-2-ones. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2008.10.007

文献信息

• Stereocontrolled synthesis of enantiopure cis- and trans-3,4,4a,5,8,8a-hexahydro-1H-quinolin-2-ones
  作者：Mercedes Amat、Maria Pérez、Annamaria T. Minaglia、Daniele Passarella、Joan Bosch

  DOI：10.1016/j.tetasy.2008.10.007

  日期：2008.10

  Starting from the 8-allyl substituted oxazolopiperidone lactam 2b, which is easily accessible from (R)-phenylglycinol and racemic delta-oxoester 1a, two-step sequences involving a stereciselective alpha-amidoalkylation reaction, either with inversion or retention Of configuration, followed by a ring-closing metathesis, provide diastereodivergent routes to enantiopure cis- and trans-3,4,4a,5,8,8a-hexahydro-1H-quinolin-2-ones. (C) 2008 Elsevier Ltd. All rights reserved.