(S)-1-(4-benzyl-5-morpholinooxazol-2-yl)hexan-1-ol | 1226769-95-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: (S)-1-(4-benzyl-5-morpholinooxazol-2-yl)hexan-1-ol
• 英文别名: (1S)-1-(4-benzyl-5-morpholin-4-yl-1,3-oxazol-2-yl)hexan-1-ol
• CAS: 1226769-95-4
• 化学式: C₂₀H₂₈N₂O₃
• 分子量: 344.454
• InChiKey: LAIGQLZPHXLWSU-SFHVURJKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  25
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  58.7
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  正己醛 、 2-异氰基-1-吗啉-4-基-3-苯基丙烷-1-酮 在 (R)-3,3'-bis-(triphenylsilyl)octahydrobinolphosphoric acid 作用下， 以 甲苯 为溶剂， 反应 24.0h， 生成 (R)-1-(4-benzyl-5-morpholinooxazol-2-yl)hexan-1-ol 、 (S)-1-(4-benzyl-5-morpholinooxazol-2-yl)hexan-1-ol
  参考文献：
  名称：

  Chiral Brønsted Acid Catalyzed Enantioselective Addition of α-Isocyanoacetamides to Aldehydes

  摘要：

  A clean and highly efficient enantioselective addition-of alpha-isocyanoacetamides to aliphatic aldehydes catalyzed by chiral phosphoric acid in the presence of MS 5 angstrom in toluene at -40 degrees C was developed. Excellent yields (85-98%) and good to excellent enantioselectivities (up to >99% ee) were achieved.

  DOI：

  10.1021/ol1007789

文献信息

• Chiral Brønsted Acid Catalyzed Enantioselective Addition of α-Isocyanoacetamides to Aldehydes
  作者：Xiaofei Zeng、Kehan Ye、Min Lu、Pei Juan Chua、Bin Tan、Guofu Zhong

  DOI：10.1021/ol1007789

  日期：2010.5.21

  A clean and highly efficient enantioselective addition-of alpha-isocyanoacetamides to aliphatic aldehydes catalyzed by chiral phosphoric acid in the presence of MS 5 angstrom in toluene at -40 degrees C was developed. Excellent yields (85-98%) and good to excellent enantioselectivities (up to >99% ee) were achieved.