(2S,4S)-2,4-bis(benzyloxymethyl)azetidine-1-carbaldehyde | 351075-57-5

• 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: (2S,4S)-2,4-bis(benzyloxymethyl)azetidine-1-carbaldehyde
• 英文别名: (2S,4S)-2,4-bis(phenylmethoxymethyl)azetidine-1-carbaldehyde
• CAS: 351075-57-5
• 化学式: C₂₀H₂₃NO₃
• 分子量: 325.408
• InChiKey: RGVPTFRYWHQNEI-PMACEKPBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  24
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (2S,4S)-2,4-bis(benzyloxymethyl)azetidine-1-carbaldehyde 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 反应 38.0h， 以444 mg的产率得到(2S,4S)-2,4-bis(benzyloxymethyl)azetidine
  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,4S)-azetidine-2,4-dimethanol 在 sodium hydride 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 64.75h， 生成 (2S,4S)-2,4-bis(benzyloxymethyl)azetidine-1-carbaldehyde
  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

文献信息

• Synthesis of chiral non-racemic azetidines by lipase-catalysed acetylations and their transformation into amino alcohols: precursors of chiral catalysts
  作者：Giuseppe Guanti、Renata Riva

  DOI：10.1016/s0957-4166(01)00077-5

  日期：2001.3

  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.