(E)-3-(4-methoxy-3-methylphenyl)acrylaldehyde

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂醛
• 英文名称: (E)-3-(4-methoxy-3-methylphenyl)acrylaldehyde
• 英文别名: 3-(4-Methoxy-3-methylphenyl)acrylaldehyde；(E)-3-(4-methoxy-3-methylphenyl)prop-2-enal
• 化学式: C₁₁H₁₂O₂
• 分子量: 176.215
• InChiKey: IJNZQGWGATTXNO-ONEGZZNKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-甲基苯甲醚 、 丙醛 在 dipotassium peroxodisulfate 、 palladium diacetate 、 三氟乙酸 、 β-丙氨酸 作用下， 以 乙腈 为溶剂， 反应 24.0h， 以59%的产率得到(E)-3-(4-methoxy-3-methylphenyl)acrylaldehyde
  参考文献：
  名称：

  Dehydrogenative β-Arylation of Saturated Aldehydes Using Transient Directing Groups

  摘要：

  An unprecedented cross-dehydrogenative-coupling (CDC) reaction of saturated aldehyde beta-C-H with arenes to form cinnamaldehydes via the cleavages of four C-H bonds has been developed. The reaction possesses complete E-stereoselectivity for the C = C double bond. The protocol is featured by atom and step economy, mild reaction conditions, and convenient operation.

  DOI：

  10.1021/acs.orglett.9b00695

文献信息

• ASPARTYL DIPEPTIDE ESTER DERIVATIVES AND SWEETENERS
  申请人：Ajinomoto Co., Inc.

  公开号：EP1070726A1

  公开（公告）日：2001-01-24

  Novel aspartyl dipeptide ester derivatives (including salts thereof) having an excellent sweetening effect and usable as sweeteners such as N-[N-[3-(3-methyl-4-hydroxyphenyl)propyl]-L-α-aspartyl]-L-phenylalanine 1-methyl ester and N-[N-[3-(3-hydroxy-4-methoxyphenyl)propyl]-L-α-aspartyl]-L-phenylalanine 1-methyl ester, and excellent sweeteners,etc. containing these novel derivatives are provided. A low-calory sweetener having especially an excellent sweetening potency can be provided in comparison with conventional ones.

  新型天冬氨酰二肽酯衍生物（包括其盐）具有极佳的甜味效果，可用作甜味剂，如 N-[N-[3-(3-甲基-4-羟基苯基)丙基]-L-α-天冬氨酰]-L-苯丙氨酸 1-甲酯和 N-[N-[3-(3-羟基-4-甲氧基苯基)丙基]-L-α-天冬氨酰]-L-苯丙氨酸 1-甲酯，以及极佳的甜味剂等。提供了含有这些新型衍生物的优良甜味剂等。 与传统甜味剂相比，这种低热量甜味剂的甜味效果尤其出色。
• Compounds for modulating cell proliferation
  申请人：HSC Research and Development Limited Partnership

  公开号：EP1752446A2

  公开（公告）日：2007-02-14

  Novel styrylacrylonitrile compounds and a pharmaceutical composition comprising a compound of Formula II or a salt, solvate, or hydrate thereof: wherein R1 and R2 are each independently selected from H, OH, C1-6alkyl, C1-6alkoxy, NH2, NH-C1-6alkyl, N(C1-6alkyl)(C1-6alkyl), SH, S-C1-6alkyl, O-Si(C1-6alkyl)(C1-6alkyl)(C1-6alkyl), NO2, CF3, OCF3 and halo; R3 is selected from H, OH, C1-6alkyl, C1-6alkoxy, NH2, NH-C1-6alkyl, N(C1-6alkyl)(C1-6alkyl), SH, S-C1-6alkyl, O-Si(C1-6alkyl)(C1-6alkyl)(C1-6alkyl), NO2, halo and CH2-S-(CH2)n Ar; Ar is an aromatic or heteroaromatic group, unsubstituted or substituted with 1-4 substituents, independently selected from OH, C1-6alkyl, C1-6alkoxy, NH2, NH-C1-6alkyl, N(C1-6alkyl)(C1-6alkyl), SH, S-C1-6alkyl, NO2, CF3, OCF3 and halo; R6 is selected from Ar, OH and OC1-6alkyl; X is selected from O and S; n is 0-4; and p is 1-4, and conventional esters thereof formed with available hydroxy, amino or carboxyl groups. The pharmaceutical composition is useful in treating a variety of cell proliferative disorders such as cancer.

  新型苯乙烯-丙烯腈化合物和包含式 II 化合物或其盐、溶液或水合物的药物组合物： 其中 R1 和 R2 各自独立地选自 H、OH、C1-6烷基、C1-6烷氧基、NH2、NH-C1-6烷基、N(C1-6烷基)(C1-6烷基)、SH、S-C1-6烷基、O-Si(C1-6烷基)(C1-6烷基)(C1-6烷基)、NO2、CF3、OCF3 和卤素；R3 选自 H、OH、C1-6烷基、C1-6烷氧基、NH2、NH-C1-6烷基、N(C1-6烷基)(C1-6烷基)、SH、S-C1-6烷基、O-Si(C1-6烷基)(C1-6烷基)(C1-6烷基)、NO2、卤素和 CH2-S-(CH2)n Ar；R6 选自 Ar、OH 和 OC1-6烷基；X 选自 O 和 S；n 为 0-4；p 为 1-4，以及其与可用的羟基、氨基或羧基形成的常规酯。该药物组合物可用于治疗各种细胞增殖性疾病，如癌症。
• US6548096B1
  申请人：——

  公开号：US6548096B1

  公开（公告）日：2003-04-15
• Dehydrogenative β-Arylation of Saturated Aldehydes Using Transient Directing Groups
  作者：Xing-Long Zhang、Gao-Fei Pan、Xue-Qing Zhu、Rui-Li Guo、Ya-Ru Gao、Yong-Qiang Wang

  DOI：10.1021/acs.orglett.9b00695

  日期：2019.4.19

  An unprecedented cross-dehydrogenative-coupling (CDC) reaction of saturated aldehyde beta-C-H with arenes to form cinnamaldehydes via the cleavages of four C-H bonds has been developed. The reaction possesses complete E-stereoselectivity for the C = C double bond. The protocol is featured by atom and step economy, mild reaction conditions, and convenient operation.