(2R,4S)-1-benzyl-4-{[(t-butyldimethyl)silyloxy]methyl}azetidine-2-methanol | 351075-50-8

• 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: (2R,4S)-1-benzyl-4-{[(t-butyldimethyl)silyloxy]methyl}azetidine-2-methanol
• CAS: 351075-50-8
• 化学式: C₁₈H₃₁NO₂Si
• 分子量: 321.535
• InChiKey: ZPTHFTZWPIAMCP-SJORKVTESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.64
• 重原子数：
  22.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  32.7
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (2R,4S)-1-benzyl-4-{[(t-butyldimethyl)silyloxy]methyl}azetidine-2-methanol 在 palladium dihydroxide 氢气 作用下， 以 甲醇 为溶剂， 20.0 ℃ 、506.62 kPa 条件下， 反应 24.0h， 生成 (2R,4S)-4-{[(t-butyldimethyl)silyloxy]methyl}azetidine-2-methanol
  参考文献：
  名称：

  Synthesis of chiral non-racemic azetidines by lipase-catalysed acetylations and their transformation into amino alcohols: precursors of chiral catalysts

  摘要：

  Azetidinic mono-acetate 7, diol 6b and di-acetate 10a were prepared with high e.e. using PPL-catalysed acetylations. The absolute configurations of all new enantioenriched compounds were assigned by chemical correlation with known compounds. Mono-acetate 7 was then transformed into 30, an amino alcohol of noteworthy potential interest since it represents an interesting precursor for chiral catalysts, such as 32. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(01)00077-5
• 作为产物：
  描述：

  (2S,4R)-4-acetoxymethyl-1-benzylazetidine-2-methanol 在 咪唑 、 氢氧化钾 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 生成 (2R,4S)-1-benzyl-4-{[(t-butyldimethyl)silyloxy]methyl}azetidine-2-methanol
  参考文献：
  名称：

  Synthesis of chiral non-racemic azetidines by lipase-catalysed acetylations and their transformation into amino alcohols: precursors of chiral catalysts

  摘要：

  Azetidinic mono-acetate 7, diol 6b and di-acetate 10a were prepared with high e.e. using PPL-catalysed acetylations. The absolute configurations of all new enantioenriched compounds were assigned by chemical correlation with known compounds. Mono-acetate 7 was then transformed into 30, an amino alcohol of noteworthy potential interest since it represents an interesting precursor for chiral catalysts, such as 32. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(01)00077-5