(S)-1-[(4-Methoxy-phenyl)-diphenyl-methyl]-aziridine-2-carbaldehyde | 153098-27-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: (S)-1-[(4-Methoxy-phenyl)-diphenyl-methyl]-aziridine-2-carbaldehyde
• 英文别名: (2S)-1-[(4-methoxyphenyl)-diphenylmethyl]aziridine-2-carbaldehyde
• CAS: 153098-27-2
• 化学式: C₂₃H₂₁NO₂
• 分子量: 343.425
• InChiKey: QZXSMUAQPZIZDH-XEGCMXMBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  29.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  膦酰基乙酸甲酯二乙酯 、 (S)-1-[(4-Methoxy-phenyl)-diphenyl-methyl]-aziridine-2-carbaldehyde 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 正庚烷 、 乙基苯 为溶剂， 反应 4.0h， 生成 (Z)-Ethyl-(2'S)-3--2-propanoate 、 (E)-Ethyl-(2'S)-3--2-propanoate
  参考文献：
  名称：

  Dehydroamino acid derivatives from D-arabinose and L-serine: synthesis of models for the azinomycin antitumor antibiotics

  摘要：

  Synthesis of aldehydes 17 from D-arabinose and 31 from L-serine provided key precursors for the generation of highly functionalized dehydroamino acid derivatives upon condensation with glycyl phosphonates. Subsequent bromination and intramolecular addition/elimination afforded the azabicyclo[3.1.0]hex-2-ylidene ring system postulated to exist in the azinomycin antitumor antibiotics.

  DOI：

  10.1021/jo00079a033
• 作为产物：
  描述：

  (2'S)-methanol 在 草酰氯 、 二甲基亚砜 作用下， 以 二氯甲烷 为溶剂， 反应 15.0h， 生成 (S)-1-[(4-Methoxy-phenyl)-diphenyl-methyl]-aziridine-2-carbaldehyde
  参考文献：
  名称：

  Dehydroamino acid derivatives from D-arabinose and L-serine: synthesis of models for the azinomycin antitumor antibiotics

  摘要：

  Synthesis of aldehydes 17 from D-arabinose and 31 from L-serine provided key precursors for the generation of highly functionalized dehydroamino acid derivatives upon condensation with glycyl phosphonates. Subsequent bromination and intramolecular addition/elimination afforded the azabicyclo[3.1.0]hex-2-ylidene ring system postulated to exist in the azinomycin antitumor antibiotics.

  DOI：

  10.1021/jo00079a033

文献信息

• Dehydroamino acid derivatives from D-arabinose and L-serine: synthesis of models for the azinomycin antitumor antibiotics
  作者：Edmund J. Moran、John E. Tellew、Zuchun Zhao、Robert W. Armstrong

  DOI：10.1021/jo00079a033

  日期：1993.12

  Synthesis of aldehydes 17 from D-arabinose and 31 from L-serine provided key precursors for the generation of highly functionalized dehydroamino acid derivatives upon condensation with glycyl phosphonates. Subsequent bromination and intramolecular addition/elimination afforded the azabicyclo[3.1.0]hex-2-ylidene ring system postulated to exist in the azinomycin antitumor antibiotics.