6,6-diethyl-7-(R)-<formamidyl>oxy-2-phenyl-6,7-dihydro-5H-<1>pyridine N-oxide | 247185-58-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 6,6-diethyl-7-(R)-<formamidyl>oxy-2-phenyl-6,7-dihydro-5H-<1>pyridine N-oxide
• 英文别名: [(7R)-6,6-diethyl-1-oxido-2-phenyl-5,7-dihydrocyclopenta[b]pyridin-1-ium-7-yl] N-[(1R)-1-phenylethyl]carbamate
• CAS: 247185-58-6
• 化学式: C₂₇H₃₀N₂O₃
• 分子量: 430.547
• InChiKey: AZVREVBMGHBFHZ-CLOONOSVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.88
• 重原子数：
  32.0
• 可旋转键数：
  6.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  65.27
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  6,6-diethyl-7-(R)-<formamidyl>oxy-2-phenyl-6,7-dihydro-5H-<1>pyridine N-oxide 在 三氯硅烷 、 三乙胺 、 三氯化磷 作用下， 以 氯仿 、 甲苯 为溶剂， 反应 2.0h， 生成 (R)-6,6-diethyl-7-hydroxy-2-phenyl-6,7-dihydro-5H-<1>pyridine
  参考文献：
  名称：

  Synthesis of chiral plane-extended pyridyl alcohols for the enantioselective addition of diethylzinc to aldehydes

  摘要：

  Enantiomerically pure pyridyl alcohols, 1 and 2, were prepared from readily available racemic pyridyl alcohol 3 and applied to the enantioselective addition of diethylzinc to aldehydes resulting in moderately high enantiomeric excess (90%) in the case of benzaldehyde. In this study the first example of an alteration in the configuration of the product upon change of a non-chiral and non-coordinating part of the catalyst was observed. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00247-5
• 作为产物：
  描述：

  1'-Hydroxy-6-phenyl-2,3-pyrido-Δ^4'-cyclopenten 在 lithium aluminium tetrahydride 、 potassium tert-butylate 、 间氯过氧苯甲酸 、 pyridinium chlorochromate 作用下， 以 四氢呋喃 、 二氯甲烷 、 氯仿 、 甲苯 为溶剂， 反应 57.5h， 生成 6,6-diethyl-7-(R)-<formamidyl>oxy-2-phenyl-6,7-dihydro-5H-<1>pyridine N-oxide
  参考文献：
  名称：

  Synthesis of chiral plane-extended pyridyl alcohols for the enantioselective addition of diethylzinc to aldehydes

  摘要：

  Enantiomerically pure pyridyl alcohols, 1 and 2, were prepared from readily available racemic pyridyl alcohol 3 and applied to the enantioselective addition of diethylzinc to aldehydes resulting in moderately high enantiomeric excess (90%) in the case of benzaldehyde. In this study the first example of an alteration in the configuration of the product upon change of a non-chiral and non-coordinating part of the catalyst was observed. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00247-5

文献信息

• Synthesis of chiral plane-extended pyridyl alcohols for the enantioselective addition of diethylzinc to aldehydes
  作者：Jahyo Kang、Ha Young Kim、Joong Hyup Kim

  DOI：10.1016/s0957-4166(99)00247-5

  日期：1999.7

  Enantiomerically pure pyridyl alcohols, 1 and 2, were prepared from readily available racemic pyridyl alcohol 3 and applied to the enantioselective addition of diethylzinc to aldehydes resulting in moderately high enantiomeric excess (90%) in the case of benzaldehyde. In this study the first example of an alteration in the configuration of the product upon change of a non-chiral and non-coordinating part of the catalyst was observed. (C) 1999 Elsevier Science Ltd. All rights reserved.