97966-29-5 (异阿魏酸甲酯,(2E)-3-(3-Hydroxy-4-methoxyphenyl)-2-propenoic Acid Methyl Ester)

CAS号:
97966-29-5
中文名称:
异阿魏酸甲酯
英文名称:
(2E)-3-(3-Hydroxy-4-methoxyphenyl)-2-propenoic Acid Methyl Ester
分子式:
C11H12O4
分子量:
208.210583686829

异阿魏酸甲酯(97966-29-5)名称与标识符

名称

中文别名:
(E)-3'-羟基-4'-甲氧基肉桂酸甲酯;异阿魏酸甲酯;
英文别名:
Methyl (E)-3'-hydroxy-4'-methoxycinnamate;3-(3-Hydroxy-4-methoxyphenyl)-2-propenoic acid methyl ester;(2E)-3-(3-Hydroxy-4-methoxyphenyl)-2-propenoic Acid Methyl Ester;isoferulic acid methyl ester;METHYL ISOFERULATE;FERULIC ACID METHYL ESTER;2-Propenoic acid, 3-(3-hydroxy-4-methoxyphenyl)-, methyl ester, (E)- (ZCI);Methyl (2E)-3-(3-hydroxy-4-methoxyphenyl)-2-propenoate (ACI);Methyl (E)-3′-hydroxy-4′-methoxycinnamate;

标识符

InChIKey:
JTLOUXXZZFFBBW-GQCTYLIASA-N
Inchi:
1S/C11H12O4/c1-14-10-5-3-8(7-9(10)12)4-6-11(13)15-2/h3-7,12H,1-2H3/b6-4+
SMILES:
C(/C1C=CC(OC)=C(O)C=1)=C\C(=O)OC

异阿魏酸甲酯(97966-29-5)物化性质

实验特性

  • LogP : 1.58700
  • PSA : 55.76000
  • 沸点 : 370 ºC
  • 熔点 : 119-120 ºC
  • 闪点 : 145 ºC
  • 颜色与性状 : Powder
  • 密度 : 1.204

计算特性

  • 精确分子量 : 208.07400
  • 氢键供体数量 : 1
  • 氢键受体数量 : 4
  • 可旋转化学键数量 : 4
  • 重原子数量 : 15

异阿魏酸甲酯(97966-29-5)合成路线

合成路线:1 步
反应条件:
参考文献:
Optical Control of TRPV1 Channels
Stein, Marco; Breit, Andreas; Fehrentz, Timm; Gudermann, Thomas; Trauner, Dirk, Angewandte Chemie, 2013, 52(37), 9845-9848
合成路线:1 步
反应条件:
参考文献:
Search for novel histone deacetylase inhibitors. Part II: Design and synthesis of novel isoferulic acid derivatives
Lu, Wen; Wang, Fang; Zhang, Tao; Dong, Jinyun; Gao, Hongping; et al, Bioorganic & Medicinal Chemistry, 2014, 22(9), 2707-2713
合成路线:1 步
反应条件:
参考文献:
Zn(OTf)2-Promoted Chemoselective Esterification of Hydroxyl Group Bearing Carboxylic Acids
Mamidi, Narsimha; Manna, Debasis, Journal of Organic Chemistry, 2013, 78(6), 2386-2396
合成路线:1 步
反应条件:
参考文献:
Syntheses of Certain 3-Aryl-2-propenoates and Evaluation of their Cytotoxicity
Nam, N.-H.; You, Y.-J.; Kim, Y.; Hong, D.-H.; Kim, H.-M.; et al, Bioorganic & Medicinal Chemistry Letters, 2001, 11(9), 1173-1176
合成路线:1 步
反应条件:
参考文献:
Purification and biochemical characterization of feruloyl esterases from Aspergillus terreus MTCC 11096
Kumar, C. Ganesh; Kamle, Avijeet; Kamal, Ahmed, Biotechnology Progress, 2013, 29(4), 924-932
合成路线:1 步
反应条件:
参考文献:
Synthetic Guaiacol Derivatives as Promising Myeloperoxidase Inhibitors Targeting Atherosclerotic Cardiovascular Disease
Premkumar, Jayaraj ; Sampath, Parthasarathy; Sanjay, Rajagopalan; Chandrakala, Aluganti; Rajagopal, Desikan, ChemMedChem, 2020, 15(13), 1187-1199
合成路线:1 步
反应条件:
参考文献:
Convenient microwave assisted synthesis of naturally occurring methyl (E)-cinnamates
Mahajan, Rajesh P.; Patil, Shamkant L.; Mali, Raghao S., Organic Preparations and Procedures International, 2005, 37(3), 286-290
合成路线:1 步
反应条件:
参考文献:
Inhibitory effects of substituted cinnamic acid esters on mushroom tyrosinase
Zhang, Zhenghua; Liu, Jinbing; Wu, Fengyan; Zhao, Liangzhong, Letters in Drug Design & Discovery, 2013, 10(6), 529-534
合成路线:1 步
反应条件:
参考文献:
Triphenylphosphine-mediated serendipitous synthesis of alkyl cinnamates through the reaction of 3-hydroxy-4-methoxybenzaldehyde with dialkyl acetylenedicarboxylates
Yavari, Issa; Djahaniani, Hoorieh; Moradi, Logman; Nasiri, Farough, Phosphorus, 2005, 180(9), 2149-2153
合成路线:1 步
反应条件:
参考文献:
Cage-confined photocatalysis for wide-scope unusually selective [2 + 2] cycloaddition through visible-light triplet sensitization
Wang, Jing-Si; Wu, Kai ; Yin, Changzhen; Li, Kang; Huang, Yahao; et al, Nature Communications, 2020, 11(1),
合成路线:1 步
反应条件:
参考文献:
Design, synthesis and biological evaluation of cinnamic acid derivatives with synergetic neuroprotection and angiogenesis effect
Zhang, Wen-Xi; Wang, Hui; Cui, He-Rong; Guo, Wen-Bo; Zhou, Fei; et al, European Journal of Medicinal Chemistry, 2019, 183,
合成路线:1 步
反应条件:
参考文献:
Design, synthesis and antitumor evaluation of novel celastrol derivatives
Xu, Manyi; Li, Na; Zhao, Zihao; Shi, Zhixian; Sun, Jianbo; et al, European Journal of Medicinal Chemistry, 2019, 174, 265-276
合成路线:1 步
反应条件:
参考文献:
Synthesis and anticancer activities of glycyrrhetinic acid derivatives
Li, Yang; Feng, Ling; Song, Zhi-Fang; Li, Hai-Bei; Huai, Qi-Yong, Molecules, 2016, 21(2),
合成路线:1 步
反应条件:
参考文献:
Catalytic enamines from dialkylamide-dialkylacetals
Davey, Roger M.; Stamford, N. Patrick J., Tetrahedron Letters, 2012, 53(20), 2537-2539
合成路线:1 步
反应条件:
参考文献:
Microwave and polymer assisted synthesis of a small library of α,β-unsaturated methyl esters via the Wittig reaction
Collina, S.; Rossi, D.; Urbano, M.; Baraglia, A. Carnevale; Azzolina, O., Letters in Organic Chemistry, 2007, 4(6), 384-387
合成路线:1 步
反应条件:
参考文献:
Gram-Scale Enantioselective Formal Synthesis of Morphine through an ortho-para Oxidative Phenolic Coupling Strategy
Tissot, Matthieu; Phipps, Robert J.; Lucas, Catherine; Leon, Rafael M.; Pace, Robert D. M.; et al, Angewandte Chemie, 2014, 53(49), 13498-13501

异阿魏酸甲酯(97966-29-5)上下游