1-((2R,3S)-3-Benzenesulfonyl-2-p-tolyl-3,6-dihydro-2H-pyridin-1-yl)-ethanone | 316813-25-9

• 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: 1-((2R,3S)-3-Benzenesulfonyl-2-p-tolyl-3,6-dihydro-2H-pyridin-1-yl)-ethanone
• 英文别名: 1-[(2R,3S)-3-(benzenesulfonyl)-2-(4-methylphenyl)-3,6-dihydro-2H-pyridin-1-yl]ethanone
• CAS: 316813-25-9
• 化学式: C₂₀H₂₁NO₃S
• 分子量: 355.458
• InChiKey: DVVMOKFCUTVVRC-VQTJNVASSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  62.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-((2R,3S)-3-Benzenesulfonyl-2-p-tolyl-3,6-dihydro-2H-pyridin-1-yl)-ethanone 在 硫酸 作用下， 以 甲醇 为溶剂， 以74%的产率得到(2R,3S)-3-Benzenesulfonyl-2-p-tolyl-1,2,3,6-tetrahydro-pyridine
  参考文献：
  名称：

  Synthesis of enantiopure pyrrolidine and piperidine derivatives via ring closing metathesis

  摘要：

  The additions of lithiated allylsulfone carbanion to chiral N-sulfinylimines were found to proceed with good to excellent selectivity. The resulting intermediates 4a-d after transformation to dienylamides 7a-d and 16a-d, were converted to functionalized enantiopure piperidines and pyrrolines, respectively, via ring closing metathesis (RCM). (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)01423-4
• 作为产物：
  描述：

  烯丙基苯砜 在 Grubbs catalyst first generation potassium carbonate 、 三乙胺 、 三氟乙酸 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 苯 为溶剂， 生成 1-((2R,3S)-3-Benzenesulfonyl-2-p-tolyl-3,6-dihydro-2H-pyridin-1-yl)-ethanone
  参考文献：
  名称：

  Synthesis of enantiopure pyrrolidine and piperidine derivatives via ring closing metathesis

  摘要：

  The additions of lithiated allylsulfone carbanion to chiral N-sulfinylimines were found to proceed with good to excellent selectivity. The resulting intermediates 4a-d after transformation to dienylamides 7a-d and 16a-d, were converted to functionalized enantiopure piperidines and pyrrolines, respectively, via ring closing metathesis (RCM). (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)01423-4

文献信息

• Synthesis of enantiopure pyrrolidine and piperidine derivatives via ring closing metathesis
  作者：Ramaiah Kumareswaran、Thiagarajan Balasubramanian、Alfred Hassner

  DOI：10.1016/s0040-4039(00)01423-4

  日期：2000.10

  The additions of lithiated allylsulfone carbanion to chiral N-sulfinylimines were found to proceed with good to excellent selectivity. The resulting intermediates 4a-d after transformation to dienylamides 7a-d and 16a-d, were converted to functionalized enantiopure piperidines and pyrrolines, respectively, via ring closing metathesis (RCM). (C) 2000 Elsevier Science Ltd. All rights reserved.