N-丙烯酰基-N-甲基-L-丙氨酸甲酯 | 135952-78-2

• 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
• 中文名称: N-丙烯酰基-N-甲基-L-丙氨酸甲酯
• 英文名称: N-acryloyl-N-methyl-L-alanine methyl ester
• 英文别名: N-acryloyl-N-methylalanine methyl ester；methyl (2S)-2-[methyl(prop-2-enoyl)amino]propanoate
• CAS: 135952-78-2
• 化学式: C₈H₁₃NO₃
• 分子量: 171.196
• InChiKey: ACWBKQFKUGMSAB-LURJTMIESA-N

物化性质

• 沸点：
  283.4±23.0 °C(Predicted)
• 密度：
  1.044±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  46.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-丙烯酰基-N-甲基-L-丙氨酸甲酯 在 palladium on activated charcoal 氢气 、 四氯化钛 作用下， 以 二氯甲烷 为溶剂， 反应 168.0h， 生成 N-<(1S,2S,4R)-bicyclo<2.2.1>heptan-2-ylcarbonyl>-N-methyl-(S)-alanine methyl ester
  参考文献：
  名称：

  Asymmetric synthesis of exo-norbornane-2-carboxylic acids

  摘要：

  The reaction between N-acryloyl-N-methyl-L-alanine methyl ester and cyclopentadiene is studied. The configuration of the cycloadducts preferably obtained depends on the reaction conditions and the Lewis acid used as a catalyst. In TiCl4-catalyzed reactions, high exo:endo ratios and good diastereomeric excesses in exo cycloadducts are obtained under several conditions. So an interesting method for the asymmetric synthesis of derivatives of exo-norbornane-2-carboxylic acid is described.

  DOI：

  10.1016/s0957-4166(00)80270-0
• 作为产物：
  描述：

  boron trifluoride methanol complex 、 N-acryloyl-N-methyl-L-alanine 以95%的产率得到N-丙烯酰基-N-甲基-L-丙氨酸甲酯
  参考文献：
  名称：

  Models for the use of .alpha.-amino acids as chiral auxiliaries in asymmetric Diels-Alder reactions

  摘要：

  Three different models, depending on the Lewis acid used as a catalyst and the alpha-amino acid used as a chiral auxiliary, account for the diastereofacial selectivity obtained in reactions of cyclopentadiene with N-acryloyl derivatives of L-proline, L-phenylalanine, L-alanine, and N-methyl-L-alanine esters. For alpha-amino acids without an NH group and aluminum catalysts, a reactive conformer with antiplanar enoate conformation similar to those postulated for acrylates with only one center capable of coordination is proposed. These dienophiles form a chelate complex, where the acryloyl moiety is in syn conformation, with TiCl4. For alpha-amino acids with an NH group, a reactive intermediate with an antiplanar disposition in the acryloyl moiety and the conformation of the amino ester fixed by an intramolecular hydrogen bond accounts for the results with both kinds of catalyst. These models seem to have general application for the use of alpha-amino acids as chiral auxiliaries in asymmetric Diels-Alder reactions.

  DOI：

  10.1021/jo00023a020

文献信息

• Composition, accommodating unit, image forming device, and image forming method
  申请人：Hiraoka Takao

  公开号：US10829631B2

  公开（公告）日：2020-11-10

  A composition contains an acrylamide compound A1 having an ester structure and a polymerization initiator B1 having a molecular weight of 800 or more.

  一种组合物含有具有酯结构的丙烯酰胺化合物 A1 和分子量大于等于 800 的聚合引发剂 B1。
• Composition, cured product, image forming apparatus, and image forming method
  申请人：Yamada Hiroaki

  公开号：US10858527B2

  公开（公告）日：2020-12-08

  A composition comprising an acrylamide compound (A1) having an ester structure and a molecular weight of from 150 to 200 and an acylphosphine oxide polymerization initiator (B1) is provided.

  本发明提供了一种由具有酯结构且分子量在 150 到 200 之间的丙烯酰胺化合物 (A1) 和酰基氧化膦聚合引发剂 (B1) 组成的组合物。
• Composition, cured product, composition stored container, image forming apparatus, and image forming method
  申请人：Matsushita Yuuki

  公开号：US11028280B2

  公开（公告）日：2021-06-08

  A composition is provided including an acrylamide compound having an ester structure and a molecular weight of 150 to 200, and a polysilane as a polymerization initiator.

  提供了一种组合物，其中包括具有酯结构且分子量为 150 至 200 的丙烯酰胺化合物，以及作为聚合引发剂的聚硅氧烷。
• Composition, cured product, storage container, image forming apparatus, and image forming method
  申请人：Ricoh Company, Ltd.

  公开号：US11059985B2

  公开（公告）日：2021-07-13

  Provided is a composition including an acrylamide compound (A1) having a molecular weight of 150 or greater but 250 or less, and a trifunctional or higher polymerizable compound (A2), wherein an amount of the trifunctional or higher polymerizable compound (A2) is 1% by mass or greater but 30% by mass or less relative to a total amount of the composition.

  本发明提供了一种组合物，其中包括分子量为 150 或更大但 250 或更小的丙烯酰胺化合物（A1）和三官能或更高的可聚合化合物（A2），其中三官能或更高的可聚合化合物（A2）的用量为组合物总量的 1%（质量分数）或更大但 30%（质量分数）或更小。
• CURABLE COMPOSITION, CURABLE INK, ACCOMMODATING CONTAINER, IMAGE FORMING DEVICE, IMAGE FORMING METHOD, CURED MATTER, AND ACRYLAMIDE COMPOUND
  申请人：Ricoh Company, Ltd.

  公开号：EP3321333B1

  公开（公告）日：2022-07-06