(E)-α-(N-acylamino)cinnamic acid | 64590-80-3

• 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: (E)-α-(N-acylamino)cinnamic acid
• 英文别名: (E)-α-acetamido cinnamic acid；2-acetamidocinnamic acid；(E)-α-Acetamidozimtsaeure；2-Acetamido-3-phenylacrylic acid；(E)-2-acetamido-3-phenylprop-2-enoic acid
• CAS: 64590-80-3
• 化学式: C₁₁H₁₁NO₃
• 分子量: 205.213
• InChiKey: XODAOBAZOQSFDS-JXMROGBWSA-N

物化性质

• 沸点：
  455.4±45.0 °C(Predicted)
• 密度：
  1.252±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  66.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (E)-α-(N-acylamino)cinnamic acid 在 chloro(1,5-cyclooctadiene)rhodium(I) dimer 、 (2R,3R)-(-)-2,3-双(二苯基膦)双环[2.2.1]庚-5-烯 氢气 作用下， 以 甲醇 为溶剂， 25.0 ℃ 、110.0 kPa 条件下， 反应 10.0h， 生成 N-乙酰-L-苯丙氨酸
  参考文献：
  名称：

  Enantioselective catalysis with transition metal complexes

  摘要：

  DOI：

  10.1016/0022-328x(86)84055-4
• 作为产物：
  描述：

  N-acetamido cinnamic acid 以 甲醇 为溶剂， 生成 (E)-α-(N-acylamino)cinnamic acid
  参考文献：
  名称：

  Asymmetric hydrogenation. Rhodium chiral bisphosphine catalyst

  摘要：

  DOI：

  10.1021/ja00460a018

文献信息

• [EN] IONIC LIQUID SOLVENTS<br/>[FR] SOLVANTS LIQUIDES IONIQUES
  申请人：UNIV DUBLIN CITY

  公开号：WO2010097412A1

  公开（公告）日：2010-09-02

  A chiral ionic compound comprising an alkyl substituted imidazolium or pyridinium cationic core having an alkyl ester side chain (-alkyl-C(O)O-) directly linked to the core and an associated counter anion, characterized in that the -O- atom of the ester side chain is linked to an alpha, a beta or a gamma hydroxycarboxylic acid functionality via the alpha, beta or gamma hydroxy of the acid functionality and the hydroxycarboxylic acid functionality has at least one asymmetric carbon, or characterized in that an -N= atom of the alkyl substituted imidazolium or pyridinium cationic core is substituted with an alpha, a beta or a gamma hydroxy group of a alpha, a beta or a gamma hydroxycarboxylic acid functionality and the hydroxycarboxylic acid functionality has at least one asymmetric carbon. The chiral ionic liquids (CILs) may be used as novel solvents, in particular for organic synthesis. The CILs have the potential to induce asymmetry into substrates or catalysts in a variety of organic transformations. A number of the compounds have low antimicrobial and low antifungal toxicities and are also biodegradable CILs.

  一种手性离子化合物，包括具有烷基取代的咪唑或吡啶阳离子核心，其具有直接连接到核心的烷基酯侧链（-烷基-C（O）O-）和相关的对应阴离子，其特征在于酯侧链的-O-原子通过α、β或γ羟基羧酸功能与羧酸功能的α、β或γ羟基相连，且羟基羧酸功能具有至少一个不对称碳，或者其特征在于烷基取代的咪唑或吡啶阳离子核心的-N=原子被α、β或γ羟基羧酸功能的α、β或γ羟基取代，且羟基羧酸功能具有至少一个不对称碳。这种手性离子液体（CILs）可用作新型溶剂，特别适用于有机合成。这些CILs有潜力在各种有机转化中向底物或催化剂引入不对称性。其中一些化合物具有低抗菌和低抗真菌毒性，并且也是可生物降解的CILs。
• Asymmetric hydrogenation with antibody-achiral rhodium complex
  作者：Hiroyasu Yamaguchi、Tohko Hirano、Hideaki Kiminami、Daisuke Taura、Akira Harada

  DOI：10.1039/b609242j

  日期：——

  Monoclonal antibodies have been elicited against an achiral rhodium complex and this complex was used in the presence of a resultant antibody, 1G8, for the catalytic hydrogenation of 2-acetamidoacrylic acid to produce N-acetyl-L-alanine in high (>98%) enantiomeric excess.

  已针对非手性铑复合物引发了单克隆抗体，并且该复合物在所得抗体1G8的存在下用于催化2-乙酰氨基丙烯酸的氢化反应，以高浓度（> 98％）生成N-乙酰基-L-丙氨酸对映体过量。
• METHOD OF SCREENING FOR AGENTS FOR DIFFERENTIATING STEM CELLS
  申请人：MINERVA BIOTECHNOLOGIES CORPORATION

  公开号：US20180263964A1

  公开（公告）日：2018-09-20

  The present application discloses a method for identifying an agent for the treatment or prevention of cancer or metastatic cancer comprising the steps of contacting stem cell with a potential agent, and identifying an agent that induces differentiation, or inhibits stem cell pluripotency or growth of the stem cell, wherein such agent is determined to be an anti-cancer agent.

  本申请公开了一种用于识别治疗或预防癌症或转移性癌症的药剂的方法，包括以下步骤：将干细胞与潜在药剂接触，并识别诱导分化的药剂，或抑制干细胞多能性或干细胞生长的药剂，其中这种药剂被确定为抗癌药剂。
• [EN] FIRST-ROW TRANSITION METAL HYDROGENATION AND HYDROSILYLATION CATALYSTS<br/>[FR] CATALYSEURS D'HYDROGÉNATION ET D'HYDROSILYLATION À BASE DE MÉTAUX DE TRANSITION DE LA PREMIÈRE COLONNE
  申请人：UNIV ARIZONA STATE

  公开号：WO2014201082A1

  公开（公告）日：2014-12-18

  Transition metal compounds, and specifically transition metal compounds having a tetradentate and/or pentadentate supporting ligand are described, together with methods for the preparation thereof and the use of such compounds as hydrogenation and/or hydrosilylation catalysts.

  过渡金属化合物，特别是具有四齿和/或五齿支撑配体的过渡金属化合物被描述，以及其制备方法和将这些化合物用作加氢和/或加硅催化剂的用途。
• [EN] PROCESS FOR THE PREPARATION OF ASYMMETRICALLY SUBSTITUTED BIARYLDIPHOSPHINES<br/>[FR] PROCEDE DE PREPARATION DE BIARYLDIPHOSPHINES A SUBSTITUTION ASYMETRIQUE
  申请人：LONZA AG

  公开号：WO2006002730A1

  公开（公告）日：2006-01-12

  Provided is a process for the preparation of asymmetrically substituted biaryldiphosphine ligands of the formula (I), wherein R1 is C1-6-alkyl or C3-10-cycloalkyl optionally substituted with one or more halogen atoms, and R2 and R3 are equal and are selected from the group consisting of aryl, C5-10-cycloalkyl and C1-6-alkyl, or R2 is C5-10-cycloalkyl or C1-6-alkyl, and R3 is aryl optionally substituted with one or more substituents selected from the group consisting of halogen atoms, nitro, amino, C1-6-alkyl, C1-6-alkoxy and di-C1-6-alkylamino groups, and each C1-6-alkyl, C5-10-cycloalkyl, C1-6-alkoxy and di-C1-6-alkylamino group in R2 and R3 optionally being substituted with one or more halogen atoms, from 2,2’,6,6’-tetrabromobiphenyl by a sequence of brominemetal exchanges and subsequent reactions.

  提供了一种制备公式（I）的不对称取代双芳基二膦配体的方法，其中R1是C1-6-烷基或C3-10环烷基，可选择地取代一个或多个卤素原子，而R2和R3相等，选自芳基、C5-10环烷基和C1-6烷基的群体，或者R2是C5-10环烷基或C1-6烷基，而R3是芳基，可选择地取代一个或多个来自卤素原子、硝基、氨基、C1-6烷基、C1-6烷氧基和双C1-6烷基氨基团的取代基，R2和R3中的每个C1-6烷基、C5-10环烷基、C1-6烷氧基和双C1-6烷基氨基团可选择地取代一个或多个卤素原子，通过一系列溴金属交换和随后的反应从2,2',6,6'-四溴联苯制备。