甲基(E)-3-[4-羟基-3-(3-甲基丁-2-烯基)苯基]丙-2-烯酸酯 | 72704-01-9

• 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
• 中文名称: 甲基(E)-3-[4-羟基-3-(3-甲基丁-2-烯基)苯基]丙-2-烯酸酯
• 中文别名: 3-乙氧基-5,6-二甲基-1,2,4-三嗪
• 英文名称: plicatin B
• 英文别名: methyl (E)-3-[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]prop-2-enoate
• CAS: 72704-01-9
• 化学式: C₁₅H₁₈O₃
• 分子量: 246.306
• InChiKey: LZEOAWXRNGQEHO-RMKNXTFCSA-N

物化性质

• 熔点：
  78-82 °C
• 沸点：
  371.1±32.0 °C(Predicted)
• 密度：
  1.096±0.06 g/cm3(Predicted)
• 保留指数：
  2163

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2918199090

反应信息

• 作为反应物：
  描述：

  甲基(E)-3-[4-羟基-3-(3-甲基丁-2-烯基)苯基]丙-2-烯酸酯 在 偶氮二异丁腈 、 四溴环己二烯-1-酮 、 三正丁基氢锡 作用下， 生成 (E)-dupracine methyl ester
  参考文献：
  名称：

  Growth-Inhibitory Activities of Benzofuran and Chromene Derivatives toward Tenebrio molitor

  摘要：

  Growth-inhibitory activities of selected natural benzofurans (4-9), trans-cinnamic acid derivatives (10-13), chromene compounds (14 and 16), and some semisynthetic derivatives were determined in last instar larvae of Tenebrio molitor via topical administration in Me2CO. The mast inhibitory of the tested compounds were 3-gamma,gamma-dimethylallyl-p-coumaric acid (10) and the benzofuran derivative 12-(p-cumaroyloxy)-tremetone (5), the former compound acting on the pupae and the latter on the last instar larvae. Several developmental deficiencies were observed, and some structure-activity relationships are discussed.

  DOI：

  10.1021/np9800248
• 作为产物：
  描述：

  重氮甲烷 生成 甲基(E)-3-[4-羟基-3-(3-甲基丁-2-烯基)苯基]丙-2-烯酸酯
  参考文献：
  名称：

  ZDERO, C.;BOHLMANN, F.;SOLOMON, J. C.;KING, R. M.;ROBINSON, H., PHYTOCHEMISTRY, 28,(1989) N, C. 531-542

  摘要：

  DOI：

文献信息

• Palladium-Catalyzed Directed<i>para</i>C−H Functionalization of Phenols
  作者：Tuhin Patra、Sukdev Bag、Rajesh Kancherla、Anirban Mondal、Aniruddha Dey、Sandeep Pimparkar、Soumitra Agasti、Atanu Modak、Debabrata Maiti

  DOI：10.1002/anie.201601999

  日期：2016.6.27

  Various practical methods for the selective C−H functionalization of the ortho and recently also of the meta position of an arene have already been developed. Following our recent development of the directing‐group‐assisted para C−H functionalization of toluene derivatives, we herein report the first remote para C−H functionalization of phenol derivatives by using a recyclable silicon‐containing biphenyl‐based

  已经开发了各种实用的方法来对邻位进行选择性C-H官能化，最近还对芳烃的间位进行了官能化。继我们对甲苯衍生物的直接基团辅助对羟基官能化的最新发展之后，我们在此报告了通过使用可回收的含硅联苯基模板进行的苯酚衍生物的首次远程对羟基官能化。通过不同的合成工艺以及各种基于苯酚的天然产物的合成，说明了该策略的有效性。
• Ph3PAuNTf2 as a Superior Catalyst for the Selective Synthesis of 2H-Chromenes: Application to the Concise Synthesis of Benzopyran Natural Products
  作者：Ioannis N. Lykakis、Christina Efe、Charis Gryparis、Manolis Stratakis

  DOI：10.1002/ejoc.201001674

  日期：2011.4

  Ph3PAuNTf2 (≈1 mol-%) catalyzes the selective cycloisomerization of substituted aryl propargyl ethers into 2H-chromenes in excellent yields. Benzofuran byproducts are formed only in the case of electron-deficient arenes, in up to 7 % relative yield. The Ph3PAuNTf2-catalyzed cyclization of aryl propargyl ethers was applied as a key step to the concise synthesis of the naturally occurring benzopyrans

  Ph3PAuNTf2 (≈1 mol-%) 以优异的产率催化取代的芳基炔丙基醚选择性环异构化成 2H-色烯。苯并呋喃副产物仅在缺电子芳烃的情况下形成，相对产率高达 7%。Ph3PAuNTf2 催化的芳炔基醚环化被用作简明合成天然苯并吡喃 seselin、xanthyletin、precocenes I 和 II、8-(3',3'-二甲基烯丙基)wenteria chromene 和 2, 2-二甲基-8-异戊二烯-6-丙烯酸。
• Capillartemisin A and B, two new choleretic principles from Artemisiae Capillaris Herba.
  作者：Isao Kitagawa、Yoichi Fukuda、Minoru Yoshihara、Johji Yamahara、Masayuki Yoshikawa

  DOI：10.1248/cpb.31.352

  日期：——

  By monitoring with a choleretic activity test for rat-duodenum, two new choleretic principles named capillartemisin A (1) and B (2) were isolated from Artemisiae Capillaris Herba ("Inchinko" in Japanese, the aerial part of Artemisia capillaris Thunb.), and their structures were determined on the basis of spectral evidence and by a synthesis of the methyl ester of 1 (1a). Capillartemisin A (1) and B (2) showed more potent and lasting choleretic activity than sodium dehydrocholate and the other hitherto identified choleretic principles of "Inchinko". A new flavonoid isoarcapillin (6) was also chemically elucidated.

  通过对大鼠十二指肠的胆汁活性试验进行监测，从茵陈蒿（日语中的 "Inchinko"，即茵陈蒿的气生部分）中分离出了两种新的利胆物质，分别命名为茵陈蒿素 A（1）和 B（2），并根据光谱证据和 1（1a）的甲酯合成确定了它们的结构。茵陈蒿素 A（1）和 B（2）比脱氢胆酸钠和其他迄今已确定的 "茵陈蒿 "利胆成分显示出更强效、更持久的利胆活性。此外，还从化学角度阐明了一种新的黄酮类物质异水芹素（6）。
• Antifouling additive for coating systems in contact with water
  申请人：Evonik Degussa GmbH

  公开号：EP2281855A1

  公开（公告）日：2011-02-09

  The present invention relates to innovative antifouling additives, to a process for producing them, to coating systems comprising the antifouling systems of the invention, to a process for producing the coating systems, and to the use of the antifouling additives and coating systems of the invention for preventing the underwater fouling of surfaces of objects which are in contact or come into contact with water.

  本发明涉及创新型防污添加剂、生产添加剂的工艺、包含本发明防污系统的涂层系统、生产涂层系统的工艺，以及使用本发明防污添加剂和涂层系统防止与水接触或接触到水的物体表面在水下结垢。
• METHOD FOR PRODUCING EXTRACTS CONTAINING HYDROXYCINNAMIC COMPOUNDS FROM VEGETABLE WASTE PRODUCTS
  申请人：Hidroxicinamics, S.L.

  公开号：EP3398453A1

  公开（公告）日：2018-11-07

  The invention relates to a method for producing an extract containing hydroxycinnamic acids, characterized in that the method uses one or more vegetable waste products from the productions of vegetable food products as a raw material, and comprising the following steps: a) selecting at least one waste product from at least one specific vegetable; b) extracting the hydroxycinnamic acids present in the waste product; c) separating the main liquid phase containing the extracted compounds from the solids; d) clarifying the liquid phase produced in step c) and e) concentrating the clarified liquid phase. The invention also relates to the extract produced via this production method, and the formulation containing this extract.

  本发明涉及一种生产含羟基肉桂酸提取物的方法，其特征在于该方法使用一种或多种蔬菜食品生产过程中产生的蔬菜废品作为原料，包括以下步骤：a) 从至少一种特定蔬菜中选择至少一种废品；b) 提取废品中的羟基肉桂酸；c) 将含有提取化合物的主液相与固体分离；d) 澄清步骤 c) 中产生的液相；e) 浓缩澄清的液相。本发明还涉及通过这种生产方法生产的提取物以及含有这种提取物的配方。