(2S,6R)-(+)-benzyl 2-methyl-6-phenyl-5,6-dihydropyridine-1-carboxylate | 934016-60-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (2S,6R)-(+)-benzyl 2-methyl-6-phenyl-5,6-dihydropyridine-1-carboxylate
• 英文别名: benzyl (2R,6S)-6-methyl-2-phenyl-3,6-dihydro-2H-pyridine-1-carboxylate
• CAS: 934016-60-1
• 化学式: C₂₀H₂₁NO₂
• 分子量: 307.392
• InChiKey: TWBRSSDNZOKLJE-QFBILLFUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (2S,6R)-(+)-benzyl 2-methyl-6-phenyl-5,6-dihydropyridine-1-carboxylate 在 platinum on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 反应 0.5h， 以91%的产率得到(2S,6R)-(+)-benzyl 2-methyl-6-phenylpiperidine-1-carboxylate
  参考文献：
  名称：

  Asymmetric Synthesis of Ring Functionalized trans-2,6-Disubstituted Piperidines from N-Sulfinyl δ-Amino β-Keto Phosphonates. Total Synthesis of (−)-Myrtine

  摘要：

  Sulfinimine-derived N-sulfinyl delta-amino beta-ketophosphonates are transformed via the enaminones to the phosphoryl dihydropyridones that selectively give trans-2,6-disubstituted 1,2,5,6-tetrahydropyridines on organocuprate addition and dephosphorylation.

  DOI：

  10.1021/jo062365t
• 作为产物：
  描述：

  (2S,6R)-(+)-benzyl 3-(dimethoxyphosphoryl)-4-hydroxy-2-methyl-6-phenyl-5,6-dihydropyridine-1-carboxylate 在 sodium hydroxide 、 sodium tetrahydroborate 、 N,N'-二异丙基碳二亚胺 作用下， 以 甲醇 、 氯仿 为溶剂， 反应 24.5h， 生成 (2S,6R)-(+)-benzyl 2-methyl-6-phenyl-5,6-dihydropyridine-1-carboxylate
  参考文献：
  名称：

  Asymmetric Synthesis of Ring Functionalized trans-2,6-Disubstituted Piperidines from N-Sulfinyl δ-Amino β-Keto Phosphonates. Total Synthesis of (−)-Myrtine

  摘要：

  Sulfinimine-derived N-sulfinyl delta-amino beta-ketophosphonates are transformed via the enaminones to the phosphoryl dihydropyridones that selectively give trans-2,6-disubstituted 1,2,5,6-tetrahydropyridines on organocuprate addition and dephosphorylation.

  DOI：

  10.1021/jo062365t

文献信息

• Asymmetric Synthesis of Ring Functionalized <i>trans</i>-2,6-Disubstituted Piperidines from <i>N</i>-Sulfinyl δ-Amino β-Keto Phosphonates. Total Synthesis of (−)-Myrtine
  作者：Franklin A. Davis、He Xu、Junyi Zhang

  DOI：10.1021/jo062365t

  日期：2007.3.1

  Sulfinimine-derived N-sulfinyl delta-amino beta-ketophosphonates are transformed via the enaminones to the phosphoryl dihydropyridones that selectively give trans-2,6-disubstituted 1,2,5,6-tetrahydropyridines on organocuprate addition and dephosphorylation.