(Methoxycarbonyl)-N-(di-p-anisylmethyl)imine | 138235-08-2

• 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: (Methoxycarbonyl)-N-(di-p-anisylmethyl)imine
• 英文别名: Acetic acid, [[bis(4-methoxyphenyl)methyl]imino]-, methyl ester；methyl 2-[bis(4-methoxyphenyl)methylimino]acetate
• CAS: 138235-08-2
• 化学式: C₁₈H₁₉NO₄
• 分子量: 313.353
• InChiKey: GGKZNGLTELTUJI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  23
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  57.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  丙酰氯 、 (Methoxycarbonyl)-N-(di-p-anisylmethyl)imine 在 4 A molecular sieve 、 三乙胺 作用下， 以 苯 为溶剂， 以70%的产率得到(3S*,4S*)-N-(Di-p-anisylmethyl)-4-(methoxycarbonyl)-3-methylazetidin-2-one
  参考文献：
  名称：

  Concise General Synthesis of .alpha.,.gamma.-Disubstituted .beta.-Amino Ketones from .beta.-Lactams

  摘要：

  alpha,gamma-Disubstituted beta-amino ketones were obtained by ring opening of 3,4-disubstituted N-Boc-beta-lactams, promoted by Grignard and organocuprate reagents.

  DOI：

  10.1021/jo00097a020

文献信息

• Formation of 3-[1'-(dimethylphenylsilyl)ethyl]azetidin-2-ones: stereocontrolled formal approach to (.+-.)-thienamycin and (.+-.)-.beta.-(hydroxyalkyl)aspartic acid derivatives
  作者：Claudio Palomo、Jesus M. Aizpurua、Raquel Urchegui、Miren Iturburu

  DOI：10.1021/jo00031a044

  日期：1992.2

  Reaction between (+/-)-beta-(dimethylphenylsilyl)alkanoyl chlorides and imines of glyoxylic esters provided a route to (+/-)-cis-3-[1'-(dimethylphenylsilyl)ethyl]-4-alkoxycarbonyl beta-lactams, while addition of the Fleming's silylcuprate reagent to methyl crotonate and further enolate trapping by the above imines furnished the corresponding (+/-)-trans-3-[1'-(dimethylphenylsilyl)ethyl]-4-alkoxycarbonyl beta-lactams. These beta-lactams, upon appropriate chemical manipulations, provided a stereocontrolled route to (+/-)-thienamycin precursors and (+/-)-beta-(hydroxyalkyl)aspartic acid derivatives.
• Concise General Synthesis of .alpha.,.gamma.-Disubstituted .beta.-Amino Ketones from .beta.-Lactams
  作者：Claudio Palomo、Jesus M. Aizpurua、Jesus M. Garcia、Miren Iturburu、Jose M. Odriozola

  DOI：10.1021/jo00097a020

  日期：1994.9

  alpha,gamma-Disubstituted beta-amino ketones were obtained by ring opening of 3,4-disubstituted N-Boc-beta-lactams, promoted by Grignard and organocuprate reagents.