(Z)-2-乙酰氨基-3-(对甲苯)丙烯酸 | 93634-59-4

• 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: (Z)-2-乙酰氨基-3-(对甲苯)丙烯酸
• 中文别名: (Z)-2-乙酰胺基-3-对-甲苯基丙烯酸；(2Z)-2-乙酰氨基-3-(4-甲基苯基)丙烯酸
• 英文名称: (Z)-2-acetamido-3-(4-methylphenyl)-2-propenoic acid
• 英文别名: (Z)-2-Acetamido-3-(p-tolyl)acrylic acid；(Z)-2-acetamido-3-(4-methylphenyl)prop-2-enoic acid
• CAS: 93634-59-4
• 化学式: C₁₂H₁₃NO₃
• 分子量: 219.24
• InChiKey: XLKTTWGSTMQVIL-XFFZJAGNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  66.4
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 海关编码：
  2924299090

反应信息

• 作为反应物：
  描述：

  (Z)-2-乙酰氨基-3-(对甲苯)丙烯酸 在 盐酸 作用下， 以 乙醇 为溶剂， 反应 20.0h， 以63%的产率得到(p-methylphenyl)pyruvic acid
  参考文献：
  名称：

  Synthetic and Antiviral Studies on Certain Acyclic Nucleosides of 5-Benzyl-6-Azauracil Derivatives

  摘要：

  Several 5-(4-substituted benzyl)-6-azauracils have been synthesized from the corresponding benzaldehydes. The 5-benzyl-6-azauracils were silylated with hexamethyldisilazane and then glycosylated with aliphatic halides, e.g., (2-acetoxyethoxy)methyl bromide and 1,3-dibenzyloxy-2-chloromethoxypropane, to give protected acyclic nucleosides which were deprotected to afford acyclonucleosides of 5-(4-substituted benzyl)-6-azauracils. None of the compounds exhibited significant antiviral activity against herpes simplex virus type 1 (HSV-1) and type 2 (HSV-2) in vitro.

  DOI：

  10.1080/07328319308018563
• 作为产物：
  描述：

  2-甲基-(4z)-(41-甲苯亚甲基)-5(4H)-恶唑酮 在 水 作用下， 以 丙酮 为溶剂， 反应 6.0h， 以82%的产率得到(Z)-2-乙酰氨基-3-(对甲苯)丙烯酸
  参考文献：
  名称：

  Synthetic and Antiviral Studies on Certain Acyclic Nucleosides of 5-Benzyl-6-Azauracil Derivatives

  摘要：

  Several 5-(4-substituted benzyl)-6-azauracils have been synthesized from the corresponding benzaldehydes. The 5-benzyl-6-azauracils were silylated with hexamethyldisilazane and then glycosylated with aliphatic halides, e.g., (2-acetoxyethoxy)methyl bromide and 1,3-dibenzyloxy-2-chloromethoxypropane, to give protected acyclic nucleosides which were deprotected to afford acyclonucleosides of 5-(4-substituted benzyl)-6-azauracils. None of the compounds exhibited significant antiviral activity against herpes simplex virus type 1 (HSV-1) and type 2 (HSV-2) in vitro.

  DOI：

  10.1080/07328319308018563

文献信息

• Novel atropisomeric bisphosphine ligands with a bridge across the 5,5′-position of the biphenyl for asymmetric catalysis
  作者：Hao Wei、Yong Jian Zhang、Feijun Wang、Wanbin Zhang

  DOI：10.1016/j.tetasy.2008.01.023

  日期：2008.3

  A new type of atropisomeric bisphosphine ligand 2 with a bridge across the 5,5'-position of the biphenyl has been developed. The axial chirality of this type of ligands can be retained by macrocyclic ring strain produced from 5,5'-linkage of the biphenyl even without 6,6'-substituents on the biphenyls. Ligand (R)-2a showed good catalytic activity and enantioselectivity for Rh(I)-catalyzed asymmetric hydrogenation of (Z)-alpha-acetamidocinnamic acid 11. (C) 2008 Elsevier Ltd. All rights reserved.
• Synthesis of a novel spiro bisphosphinite ligand and its application in Rh-catalyzed asymmetric hydrogenation
  作者：Zhenqiu Guo、Xiaoyu Guan、Zhiyong Chen

  DOI：10.1016/j.tetasy.2006.01.021

  日期：2006.2

  A novel, chiral bisphosphinite ligand (R)-SpiroBIP has been synthesized. The rhodium complex of the ligand was found to be highly enantioselective in the asymmetric hydrogenation of alpha-dehydroamino acid derivatives. (c) 2006 Published by Elsevier ltd.
• H8-MonoPhos and its application in catalytic enantioselective hydrogenation of α-dehydroamino acids
  作者：Qingle Zeng、Hui Liu、Aiqiao Mi、Yaozhong Jiang、Xingshu Li、Michael C.K Choi、Albert S.C Chan

  DOI：10.1016/s0040-4020(02)01062-1

  日期：2002.10

  H-8-MonoPhos, a new stable and readily soluble monodentate phosphoramidite ligand, has been facilely prepared from H-8-BINOL. The ligand achieved up to 99.9% ee and 96.7% ee in hydrogenation of dehydroalanine and dehydrohomophenylalanine in a S/C ratio of 500:1, respectively, which are among the best results to date. For dehydrophenylalanine derivatives, it gave good to excellent enantioselectivity. Some factors controlling the enantioselectivity and conversion were examined and are discussed. The interesting effects of ligand/rhodium ratio on the enantioselectivity and conversion were observed, which a mechanism was proposed to explain. (C) 2002 Elsevier Science Ltd. All rights reserved.
• SUH, JUNGHUN;LEE, EUN;MYOUNG, YOUNG, CHAN;KIM, MINWOO;KIM, SOODAN, J. ORG. CHEM., 1985, 50, N 7, 977-980
  作者：SUH, JUNGHUN、LEE, EUN、MYOUNG, YOUNG, CHAN、KIM, MINWOO、KIM, SOODAN

  DOI：——

  日期：——