(3R)-3-hydroxy-3-phenyl-1-[(4S)-4-propan-2-yl-2-selanylidene-1,3-oxazolidin-3-yl]propan-1-one | 1131004-83-5

• 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: (3R)-3-hydroxy-3-phenyl-1-[(4S)-4-propan-2-yl-2-selanylidene-1,3-oxazolidin-3-yl]propan-1-one
• CAS: 1131004-83-5
• 化学式: C₁₅H₁₉NO₃Se
• 分子量: 340.281
• InChiKey: BZSPTTIPGVCJSA-CHWSQXEVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.25
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  49.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-[(4S)-4-propan-2-yl-2-selanylidene-1,3-oxazolidin-3-yl]ethanone 、 苯甲醛 在 四氯化钛 、 N,N-二异丙基乙胺 、 水 、 氯化铵 作用下， 以 二氯甲烷 为溶剂， 以95%的产率得到(3R)-3-hydroxy-3-phenyl-1-[(4S)-4-propan-2-yl-2-selanylidene-1,3-oxazolidin-3-yl]propan-1-one
  参考文献：
  名称：

  Chiral N-Acetyl Selone-Promoted Aldol Reactions

  摘要：

  The chiral oxazolidineselone functionality was found to be an excellent partner in the stereospecific acetate aldol reaction with aldehydes via the titanium enolates. Good stereocontrol was obtained as determined by NMR spectroscopy. The oxazolidineselone also provided a straightforward way to establish the stereopurity of the coupling reaction through 77Se NMR spectroscopy.

  DOI：

  10.1080/00397910802419706

文献信息

• Chiral N-Acetyl Selone-Promoted Aldol Reactions
  作者：Louis A. Silks、David B. Kimball、Duane Hatch、Morgane Ollivault-Shiflett、Ryszard Michalczyk、Eddie Moody

  DOI：10.1080/00397910802419706

  日期：2009.1.28

  The chiral oxazolidineselone functionality was found to be an excellent partner in the stereospecific acetate aldol reaction with aldehydes via the titanium enolates. Good stereocontrol was obtained as determined by NMR spectroscopy. The oxazolidineselone also provided a straightforward way to establish the stereopurity of the coupling reaction through 77Se NMR spectroscopy.