trans-cinnamic acid-(3-methoxy-phenyl ester) | 40546-92-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: trans-cinnamic acid-(3-methoxy-phenyl ester)
• 英文别名: trans-Zimtsaeure-(3-methoxy-phenylester)；(E)-3-Phenyl-acrylic acid 3-methoxy-phenyl ester；(3-methoxyphenyl) (E)-3-phenylprop-2-enoate
• CAS: 40546-92-7
• 化学式: C₁₆H₁₄O₃
• 分子量: 254.285
• InChiKey: UNJSPICIYYDOGV-ZHACJKMWSA-N

物化性质

• 熔点：
  120-121 °C
• 沸点：
  411.0±34.0 °C(Predicted)
• 密度：
  1.156±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  trans-cinnamic acid-(3-methoxy-phenyl ester) 反应 1.5h， 以49%的产率得到(E)-3-methoxystilbene
  参考文献：
  名称：

  On the pyrolysis of aryl cinnamates a convenient entry to unsymmetrical stilbenes

  摘要：

  DOI：

  10.1016/s0040-4020(01)91122-6
• 作为产物：
  描述：

  肉桂酸 在 氯化亚砜 作用下， 生成 trans-cinnamic acid-(3-methoxy-phenyl ester)
  参考文献：
  名称：

  Simpson; Israelstam, Journal of the South African Chemical Institute, 1949, vol. 2, p. 165,170

  摘要：

  DOI：

文献信息

• Imidazolium-supported benzotriazole: an efficient and recoverable activating reagent for amide, ester and thioester bond formation in water
  作者：S. M. Abdul Shakoor、Sunita Choudhary、Kiran Bajaj、Manoj Kumar Muthyala、Anil Kumar、Rajeev Sakhuja

  DOI：10.1039/c5ra18749d

  日期：——

  An efficient and recyclable imidazolium-supported benzotriazole reagent (Im-CH2-BtH) as a novel synthetic auxiliary has been synthesized and its utility as a carboxyl group activating reagent via the formation of stable imidazolium-supported acyl benzotriazoles was explored for the synthesis of amides, esters and thioesters in water under microwave conditions. The reagent was reused five times without

  合成了一种高效且可循环利用的咪唑鎓负载的苯并三唑试剂（Im-CH 2 -BtH）作为新型合成助剂，并探索了其通过形成稳定的咪唑鎓负载的酰基苯并三唑而用作羧基活化剂的合成方法。微波条件下的水中的酰胺，酯和硫代酯。试剂重复使用了五次，活性没有明显下降。它对水分不敏感，在热和有氧条件下都非常稳定。咪唑鎓负载的N-乙酰基苯并三唑的应用导致在绿色条件下以克级合成对乙酰氨基酚，收率为93％。
• 一种ɑ-氯芳酮衍生物的合成方法
  申请人：西南大学

  公开号：CN116023202A

  公开（公告）日：2023-04-28

  本发明涉及一种 ɑ ‑氯芳酮衍生物的合成方法，属于化合物合成制备领域。本发明以通式1物质为底物，在合适的催化剂、氯源、添加剂、氧源、光照冰水浴或室温条件下“一锅法”合成 ɑ‑ 氯芳酮衍生物，该反应条件温和、适用性广、催化剂简单，不需另外添加配体、反应物不需预处理。
• Flavonoids and cinnamic acid esters as inhibitors of fungal 17β-hydroxysteroid dehydrogenase: A synthesis, QSAR and modelling study
  作者：Matej Sova、Andrej Perdih、Miha Kotnik、Katja Kristan、Tea Lanišnik Rižner、Tom Solmajer、Stanislav Gobec

  DOI：10.1016/j.bmc.2006.07.027

  日期：2006.11

  The 17 beta-hydroxysteroid dehydrogenases (17 beta-HSDs) modulate the biological potency of estrogens and androgens by interconversion of inactive 17-keto-steroids and their active 17 beta-hydroxy- counterparts. We have shown previously that flavonoids are potentially useful lead compounds for developing inhibitors of 17 beta-HSDs. In this paper, we describe the synthesis and biochemical evaluation of structurally analogous inhibitors, the trans-cinnamic acid esters and related compounds. Additionally, quantitative structure-activity relationship (QSAR) and modelling studies were performed to rationalize the results and to suggest further optimization. The results stress the importance of a hydrogen bond with Asn154 and hydrophobic interactions with the aromatic side chain of Tyr212 for optimal molecular recognition. (c) 2006 Elsevier Ltd. All rights reserved.
• Bose; Sen; Chakravarti, 1945, vol. 5, p. 1,6
  作者：Bose、Sen、Chakravarti

  DOI：——

  日期：——
• Winema: An Early Maturing, Red- Skinned Cultivar for Fresh Market
  作者：K. A. Rykbost、R. Voss、S. R. James、A. R. Mosley、B. A. Charlton、D. C. Hane、R. H. Johansen、S. L. Love、R. E. Thornton

  DOI：10.1007/bf02884346

  日期：2001.9

  Winema, an early maturing, red-skinned cultivar for fresh market use, was jointly released in 2000 by the Agricultural Experiment Stations of Oregon, North Dakota, California, Idaho, and Washington. Winema was evaluated in irrigated trials in Oregon and California from 1990 to 2000 and in the Western Regional Trial in 1995, 1997, and 1998. Winema has produced lower total yields than Dark Red Norland and Red LaSoda at most locations, but similar or higher marketable yields and significantly fewer culls. In 20 location-years of replicated Oregon and California trials, Winema produced 108% and 99% of marketable yields of tubers under 280 g compared with Red LaSoda and Dark Red Norland, respectively. Similarly, in 23 location-years of The Western Regional Trial in 6 western states, Winema produced 109% and 92% of marketable yields of tubers under 280 g compared with Red LaSoda and Dark Red Norland, respectively. Winema tubers are smooth-skinned with shallow eyes. Winema's bright red color does not fade appreciably in storage. Winema is susceptible to potato virus Y (PVY). Foliar symptoms of PVY are difficult to detect visually.