(4S)-4-benzyl-2,2-dimethyl-3-<(5R)-3-phenyl-2-isoxazoline-5-carbonyl>oxazolidine | 145071-23-4

• 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: (4S)-4-benzyl-2,2-dimethyl-3-<(5R)-3-phenyl-2-isoxazoline-5-carbonyl>oxazolidine
• 英文别名: [(4S)-4-benzyl-2,2-dimethyl-1,3-oxazolidin-3-yl]-[(5R)-3-phenyl-4,5-dihydro-1,2-oxazol-5-yl]methanone
• CAS: 145071-23-4
• 化学式: C₂₂H₂₄N₂O₃
• 分子量: 364.444
• InChiKey: XYYGMGMZVGHGQR-AZUAARDMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  51.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  Oxazolidine, 2,2-dimethyl-3-(1-oxo-2-propenyl)-4-(phenylmethyl)-, (S)- 、 benzohydroximoyl chloride 在 三乙胺 作用下， 生成 (4S)-4-benzyl-2,2-dimethyl-3-<(5R)-3-phenyl-2-isoxazoline-5-carbonyl>oxazolidine 、 (4S)-4-benzyl-2,2-dimethyl-3-<(5S)-3-phenyl-2-isoxazoline-5-carbonyl>oxazolidine
  参考文献：
  名称：

  Highly lk-selective asymmetric nitrile oxide cycloadditions to a C2-symmetric 1,3-diacryloyl-2,2-dimethylimidazolidine and 4-chiral 3-acryloyl-2,2-dialkyloxazolidines

  摘要：

  1,3-Dipolar cycloadditions of benzonitrile oxide to the acrylamides derived from a C2-symmetric 2,2-dimethylimidazolidine and 4-chiral 2,2-dialkyloxazolidines show high lk-diastereoselectivities. Easy separation of the major lk-isomers from the minor ul-diastereomers is followed by reductive removal of the chiral auxiliaries to produce optically pure 2-isoxazoline-5-methanols. Absolute diastereoselectivities were recorded in the nitrile oxide cycloadditions of 3-acryloyl-2,2-dialkyl-4-(diphenylmethyl)oxazolidines at 0-degrees-C.

  DOI：

  10.1016/s0040-4020(01)89440-0

文献信息

• Highly lk-selective asymmetric nitrile oxide cycloadditions to a C2-symmetric 1,3-diacryloyl-2,2-dimethylimidazolidine and 4-chiral 3-acryloyl-2,2-dialkyloxazolidines
  作者：Shuji Kanemasa、Kenjiro Onimura

  DOI：10.1016/s0040-4020(01)89440-0

  日期：——

  1,3-Dipolar cycloadditions of benzonitrile oxide to the acrylamides derived from a C2-symmetric 2,2-dimethylimidazolidine and 4-chiral 2,2-dialkyloxazolidines show high lk-diastereoselectivities. Easy separation of the major lk-isomers from the minor ul-diastereomers is followed by reductive removal of the chiral auxiliaries to produce optically pure 2-isoxazoline-5-methanols. Absolute diastereoselectivities were recorded in the nitrile oxide cycloadditions of 3-acryloyl-2,2-dialkyl-4-(diphenylmethyl)oxazolidines at 0-degrees-C.