(5R,6S)-1-benzyl-5,6-dihydro-6-methyl-5-diphenylphosphoryloxy-1H-pyridine-2-one | 940288-04-0

• 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: (5R,6S)-1-benzyl-5,6-dihydro-6-methyl-5-diphenylphosphoryloxy-1H-pyridine-2-one
• 英文别名: (2S,3R)-1-benzyl-2-methyl-3-[oxido(diphenoxy)phosphaniumyl]oxy-2,3-dihydropyridin-6-one
• CAS: 940288-04-0
• 化学式: C₂₅H₂₄NO₅P
• 分子量: 449.443
• InChiKey: MWMQXHSGBNDQRC-GBXCKJPGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  32
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  71.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (5R,6S)-1-benzyl-5,6-dihydro-6-methyl-5-diphenylphosphoryloxy-1H-pyridine-2-one 、 烯丙基三甲氧基硅烷 在 四丁基二氟三苯硅酸铵 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以43.7%的产率得到(3R,6S)-3-allyl-1-benzyl-6-methyl-3,6-dihydro-1H-pyridin-2-one
  参考文献：
  名称：

  Development of copper-mediated allylation of γ-activated-α,β-unsaturated lactam toward peptide mimetic synthesis

  摘要：

  Reactions of gamma-activated-alpha,beta-unsaturated lactams with allylboronate in the presence of LiOi-Pr and CuX (stoichiometric or catalytic amount) proceed in an anti-S(N)2' manner to yield alpha-allylated compounds that serve as a potential synthetic intermediate for cis-aminoacyl-Pro mimetics. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.03.017
• 作为产物：
  描述：

  (1S,2R)-N-benzyl-N-(2-hydroxy-1-methylbut-3-enyl)acrylamide 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 16.0h， 生成 (5R,6S)-1-benzyl-5,6-dihydro-6-methyl-5-diphenylphosphoryloxy-1H-pyridine-2-one
  参考文献：
  名称：

  Development of copper-mediated allylation of γ-activated-α,β-unsaturated lactam toward peptide mimetic synthesis

  摘要：

  Reactions of gamma-activated-alpha,beta-unsaturated lactams with allylboronate in the presence of LiOi-Pr and CuX (stoichiometric or catalytic amount) proceed in an anti-S(N)2' manner to yield alpha-allylated compounds that serve as a potential synthetic intermediate for cis-aminoacyl-Pro mimetics. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.03.017

文献信息

• Development of copper-mediated allylation of γ-activated-α,β-unsaturated lactam toward peptide mimetic synthesis
  作者：Yoshikazu Sasaki、Keiko Yamaguchi、Takashi Tsuji、Akira Shigenaga、Nobutaka Fujii、Akira Otaka

  DOI：10.1016/j.tetlet.2007.03.017

  日期：2007.4

  Reactions of gamma-activated-alpha,beta-unsaturated lactams with allylboronate in the presence of LiOi-Pr and CuX (stoichiometric or catalytic amount) proceed in an anti-S(N)2' manner to yield alpha-allylated compounds that serve as a potential synthetic intermediate for cis-aminoacyl-Pro mimetics. (c) 2007 Elsevier Ltd. All rights reserved.