(3S,4R)-4-[(1S,3S)-3-[tert-butyl(diphenyl)silyl]oxy-1-phenylmethoxybutyl]-1-(4-methoxyphenyl)-3-phenylmethoxyazetidin-2-one | 146861-05-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酰胺类
• 英文名称: (3S,4R)-4-[(1S,3S)-3-[tert-butyl(diphenyl)silyl]oxy-1-phenylmethoxybutyl]-1-(4-methoxyphenyl)-3-phenylmethoxyazetidin-2-one
• CAS: 146861-05-4
• 化学式: C₄₄H₄₉NO₅Si
• 分子量: 699.962
• InChiKey: QCQIHDIXCWXULY-XTXPBWAXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.94
• 重原子数：
  51
• 可旋转键数：
  16
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  57.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (3S,4R)-4-[(1S,3S)-3-[tert-butyl(diphenyl)silyl]oxy-1-phenylmethoxybutyl]-1-(4-methoxyphenyl)-3-phenylmethoxyazetidin-2-one 在 ammonium cerium(IV) nitrate 作用下， 以 水 、 乙腈 为溶剂， 反应 0.25h， 以50%的产率得到(3S,4R)-4-[(1S,3S)-3-[tert-butyl(diphenyl)silyl]oxy-1-phenylmethoxybutyl]-3-phenylmethoxyazetidin-2-one
  参考文献：
  名称：

  A new entry to 1,3-polyols, 2-amino 1,3-polyols, and .beta.-(1-hydroxyalkyl)isoserines using azetidinone frameworks as chiral templates via iterative asymmetric [2 + 2] cycloaddition reactions

  摘要：

  A new entry to polyfunctional compounds based on an iterative [2 + 2] asymmetric cycloaddition reaction of ketenes to O-protected alpha-hydroxy aldehyde derived imines is described for the first time.

  DOI：

  10.1021/jo00059a003
• 作为产物：
  描述：

  苄氧基乙酰氯 、 (2S,4S)-4-[tert-butyl(diphenyl)silyl]oxy-N-(4-methoxyphenyl)-2-phenylmethoxypentan-1-imine 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以75%的产率得到(3S,4R)-4-[(1S,3S)-3-[tert-butyl(diphenyl)silyl]oxy-1-phenylmethoxybutyl]-1-(4-methoxyphenyl)-3-phenylmethoxyazetidin-2-one
  参考文献：
  名称：

  A new entry to 1,3-polyols, 2-amino 1,3-polyols, and .beta.-(1-hydroxyalkyl)isoserines using azetidinone frameworks as chiral templates via iterative asymmetric [2 + 2] cycloaddition reactions

  摘要：

  A new entry to polyfunctional compounds based on an iterative [2 + 2] asymmetric cycloaddition reaction of ketenes to O-protected alpha-hydroxy aldehyde derived imines is described for the first time.

  DOI：

  10.1021/jo00059a003

文献信息

• A new entry to 1,3-polyols, 2-amino 1,3-polyols, and .beta.-(1-hydroxyalkyl)isoserines using azetidinone frameworks as chiral templates via iterative asymmetric [2 + 2] cycloaddition reactions
  作者：Claudio Palomo、Jesus M. Aizpurua、Raquel Urchegui、Jesus M. Garcia

  DOI：10.1021/jo00059a003

  日期：1993.3

  A new entry to polyfunctional compounds based on an iterative [2 + 2] asymmetric cycloaddition reaction of ketenes to O-protected alpha-hydroxy aldehyde derived imines is described for the first time.