((3R,4S,5R)-2-benzyl-5-methyl-3-phenylisoxazolidin-4-yl)(1-methyl-1H-imidazol-2-yl)methanone | 906792-93-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: ((3R,4S,5R)-2-benzyl-5-methyl-3-phenylisoxazolidin-4-yl)(1-methyl-1H-imidazol-2-yl)methanone
• 英文别名: [(3R,4S,5R)-2-benzyl-5-methyl-3-phenyl-1,2-oxazolidin-4-yl]-(1-methylimidazol-2-yl)methanone
• CAS: 906792-93-6
• 化学式: C₂₂H₂₃N₃O₂
• 分子量: 361.444
• InChiKey: HWMAATQZKYCWHG-AHRSYUTCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  47.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ((3R,4S,5R)-2-benzyl-5-methyl-3-phenylisoxazolidin-4-yl)(1-methyl-1H-imidazol-2-yl)methanone 在 palladium dihydroxide 4 A molecular sieve 、 氢气 、 三氟甲烷磺酸甲酯 作用下， 以 甲醇 、 乙腈 为溶剂， 20.0 ℃ 、101.33 kPa 条件下， 反应 0.5h， 生成 methyl (2S,3R)-2-((R)-(tert-butoxycarbonylamino)(phenyl)methyl)-3-hydroxybutanoate
  参考文献：
  名称：

  Enantioselective Nitrone Cycloadditions of α,β-Unsaturated 2-Acyl Imidazoles Catalyzed by Bis(oxazolinyl)pyridine−Cerium(IV) Triflate Complexes

  摘要：

  Enantioselective nitrone cycloadditions with, ss-substituted alpha,ss-unsaturated 2-acyl imidazoles catalyzed by bis(oxazolinyl) pyridine-cerium(IV) triflate complexes 1 have been reported. The isoxazolidine products were efficiently transformed into densely functionalized, ss'- hydroxy-ss-amino acid derivatives.

  DOI：

  10.1021/ol061223i
• 作为产物：
  描述：

  二苄胺 在 chiral bis(oxazolinyl)pyridine-cerium(IV) triflate sodium tungstate 、 4 A molecular sieve 、 双氧水 作用下， 以 水 、 乙酸乙酯 为溶剂， 反应 22.0h， 生成 ((3R,4S,5R)-2-benzyl-5-methyl-3-phenylisoxazolidin-4-yl)(1-methyl-1H-imidazol-2-yl)methanone
  参考文献：
  名称：

  Enantioselective Nitrone Cycloadditions of α,β-Unsaturated 2-Acyl Imidazoles Catalyzed by Bis(oxazolinyl)pyridine−Cerium(IV) Triflate Complexes

  摘要：

  Enantioselective nitrone cycloadditions with, ss-substituted alpha,ss-unsaturated 2-acyl imidazoles catalyzed by bis(oxazolinyl) pyridine-cerium(IV) triflate complexes 1 have been reported. The isoxazolidine products were efficiently transformed into densely functionalized, ss'- hydroxy-ss-amino acid derivatives.

  DOI：

  10.1021/ol061223i

文献信息

• Enantioselective Nitrone Cycloadditions of α,β-Unsaturated 2-Acyl Imidazoles Catalyzed by Bis(oxazolinyl)pyridine−Cerium(IV) Triflate Complexes
  作者：David A. Evans、Hyun-Ji Song、Keith R. Fandrick

  DOI：10.1021/ol061223i

  日期：2006.7.1

  Enantioselective nitrone cycloadditions with, ss-substituted alpha,ss-unsaturated 2-acyl imidazoles catalyzed by bis(oxazolinyl) pyridine-cerium(IV) triflate complexes 1 have been reported. The isoxazolidine products were efficiently transformed into densely functionalized, ss'- hydroxy-ss-amino acid derivatives.