methyl 2-[(E)-(4-methoxyphenyl)methylidene]aminopropanoate | 233667-18-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: methyl 2-[(E)-(4-methoxyphenyl)methylidene]aminopropanoate
• CAS: 233667-18-0
• 化学式: C₁₂H₁₅NO₃
• 分子量: 221.256
• InChiKey: XZTCKUOLKOIXCM-ITTMYVLYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.68
• 重原子数：
  16.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  47.89
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  methyl 2-[(E)-(4-methoxyphenyl)methylidene]aminopropanoate 以100%的产率得到
  参考文献：
  名称：

  GRUNDKE, GUNTER;KEESE, WOLFGANG;RIMPLER, MANFRED, SYNTHESIS,(1987) N 12, 1115-1116

  摘要：

  DOI：
• 作为产物：
  描述：

  D-丙氨酸甲酯盐酸盐 、 4-甲氧基苯甲醛 在 sodium carbonate 作用下， 以 甲醇 为溶剂， 反应 14.0h， 以80.2%的产率得到methyl 2-[(E)-(4-methoxyphenyl)methylidene]aminopropanoate
  参考文献：
  名称：

  Synthesis and insecticidal activity of novel N-oxydihydropyrroles: 4-hydroxy-3-mesityl-1-methoxymethoxy derivatives with various substituents at the 5-position

  摘要：

  This paper reports the synthesis and insecticidal activity of a series of novel 4-hydroxy-3-mesityl-1-methoxymethoxy-1,5-dihydro-2H-pyrrol-2-one derivatives, in which the substituents at the 5-position were varied with a number of alkyl and spirocycloalkyl groups. Investigation of the structure-activity relationships revealed that small alkyl and spirocyclohexyl groups had a favorable effect on the insecticidal activity of these agents against Myzus persicae. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(02)00474-1

文献信息

• Influence of aromatic substituents on metal(II)salen catalysed, asymmetric synthesis of α-methyl α-amino acids
  作者：Thierry Achard、Yuri N Belokon'、Jose A Fuentes、Michael North、Teresa Parsons

  DOI：10.1016/j.tet.2004.05.023

  日期：2004.7

  The influence of substituents on both the aromatic rings of the catalyst, and the benzylidene unit of the substrate are investigated in the (salen)copper(II) catalysed asymmetric benzylation of alanine derivatives. Catalysts with electron-donating, and electron-withdrawing substituents of various sizes and at various locations on the aromatic rings of the salen ligand were prepared, but all exhibited

  在（salen）铜（II）催化的丙氨酸衍生物的不对称苄基化反应中研究了取代基对催化剂芳环和底物亚苄基单元的影响。制备了具有在萨伦配体的芳族环上的各个位置上的各种尺寸的给电子和吸电子取代基的催化剂，但是它们都对母体（salen）铜（II）配合物表现出较差的对映选择性。与此相反，引进卤化取代基到的芳香环Ñ -亚苄基丙氨酸甲酯基底被发现增强烷基化的对映选择性与对位-氯取代基给出最佳结果。据报道，该催化剂制备的新方法避免了在Sephadex LH20上进行色谱分离，发现以这种方式获得的最佳催化剂是钴（salen）配合物。
• Optically Active<i>N</i>-Hydroxy-α-L-Amino Acid Methyl Esters: An Improved and Simplified Synthesis
  作者：Günter Grundke、Wolfgang Keese、Manfred Rimpler

  DOI：10.1055/s-1987-28189

  日期：——

  The preparation of optically active N-hydroxy-α-L-amino acid methyl esters from α-L-amino acid methyl esters is described. Readily available starting materials are used and the yields are good.

  本文介绍了从δ±-L-氨基酸甲酯制备光学活性 N-羟基δ-L-氨基酸甲酯的方法。该方法使用现成的起始原料，收率很高。
• Highly Stereoselective Synthesis of Optically Pure C-Aryl Imines from α-<scp>l</scp>-Amino Acid Methyl Esters
  作者：Antonella Leggio、Adolfo Le Pera、Angelo Liguori、Anna Napoli、Claudio Romeo、Carlo Siciliano、Giovanni Sindona

  DOI：10.1081/scc-120026863

  日期：2003.12.31

  reported was the TiCl4 mediated condensation of the 4-methoxybenzaldehyde with the free α amino function of the amino acid derivatives. This process was clean and highly stereoselective, and the corresponding enantiomerically pure chiral imines were recovered without need of chromatographic procedures.

  摘要 从容易获得的 α-1-氨基酸甲酯开始，标题化合物很容易合成，总产率极好。这里报告的方法的关键特征是 TiCl4 介导的 4-甲氧基苯甲醛与氨基酸衍生物的游离 α 氨基功能的缩合。该过程干净且立体选择性高，无需色谱程序即可回收相应的对映体纯手性亚胺。