(2S,6S)-2-allyl-6-methylpiperidin-1-ol | 900780-45-2

• 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: (2S,6S)-2-allyl-6-methylpiperidin-1-ol
• 英文别名: (2S,6S)-1-hydroxy-2-methyl-6-prop-2-enylpiperidine
• CAS: 900780-45-2
• 化学式: C₉H₁₇NO
• 分子量: 155.24
• InChiKey: MVDGOQBNXZKSJD-DTWKUNHWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  23.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (2S,6S)-2-allyl-6-methylpiperidin-1-ol 在 palladium on activated charcoal 氢气 作用下， 以 乙醚 、 乙醇 、 乙酸乙酯 为溶剂， 反应 240.17h， 生成 (2S,6R)-2-methyl-6-propyl-1-(trifluoroacetyl)piperidine
  参考文献：
  名称：

  Synthesis of (+)- and (−)-dihydropinidine by diastereoselective dimethylzinc promoted allylation of 2-methyltetrahydropyridine-N-oxide with an allylboronic ester

  摘要：

  The enantiomers of the naturally occurring alkaloid dihydropinidine 1, potential antifeedants against the pine weevil, Hylobius abietis, were prepared by diastereoselective, dimethylzinc mediated addition of pinacolyl 2-propenylboronate 14 to nitrones (R)- and (S)2-methyl tetrahydropyridine-N-oxide 3, prepared from D- and L-alanine, respectively. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2006.03.033
• 作为产物：
  描述：

  (S)-N-(benzoyloxy)-5-(1,3-dioxolan-2-yl)pentan-2-amine 在 盐酸 、 lithium hydroxide 、 Dimethylzinc 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 水 、 甲苯 为溶剂， 反应 2.42h， 生成 (2S,6S)-2-allyl-6-methylpiperidin-1-ol
  参考文献：
  名称：

  Synthesis of (+)- and (−)-dihydropinidine by diastereoselective dimethylzinc promoted allylation of 2-methyltetrahydropyridine-N-oxide with an allylboronic ester

  摘要：

  The enantiomers of the naturally occurring alkaloid dihydropinidine 1, potential antifeedants against the pine weevil, Hylobius abietis, were prepared by diastereoselective, dimethylzinc mediated addition of pinacolyl 2-propenylboronate 14 to nitrones (R)- and (S)2-methyl tetrahydropyridine-N-oxide 3, prepared from D- and L-alanine, respectively. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2006.03.033

文献信息

• Synthesis of (+)- and (−)-dihydropinidine by diastereoselective dimethylzinc promoted allylation of 2-methyltetrahydropyridine-N-oxide with an allylboronic ester
  作者：Carina Eriksson、Kristina Sjödin、Fredrik Schlyter、Hans-Erik Högberg

  DOI：10.1016/j.tetasy.2006.03.033

  日期：2006.4

  The enantiomers of the naturally occurring alkaloid dihydropinidine 1, potential antifeedants against the pine weevil, Hylobius abietis, were prepared by diastereoselective, dimethylzinc mediated addition of pinacolyl 2-propenylboronate 14 to nitrones (R)- and (S)2-methyl tetrahydropyridine-N-oxide 3, prepared from D- and L-alanine, respectively. (c) 2006 Elsevier Ltd. All rights reserved.