methyl (2E)-3-(2-bromophenyl)-2-propenoate

• 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: methyl (2E)-3-(2-bromophenyl)-2-propenoate
• 英文别名: methyl (E)-3-(2-bromophenyl)acrylate；(E)-methyl 3-(2-bromophenyl)acrylate；methyl (E)-3-(2-bromophenyl)prop-2-enoate
• 化学式: C₁₀H₉BrO₂
• mdl: MFCD11111009
• 分子量: 241.084
• InChiKey: YIHZPTVKKKVMHT-VOTSOKGWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  methyl (2E)-3-(2-bromophenyl)-2-propenoate 在 Rh/Al₂O₃ 氢气 作用下， 以 甲醇 为溶剂， 反应 3.0h， 以97%的产率得到3-(2-溴苯基)丙酸甲酯
  参考文献：
  名称：

  间亚苯基7-氧杂双环[2.2.1]庚烷血栓烷A2拮抗剂。Semicarbazoneω-链。

  摘要：

  制备了一系列手性联苯间7-氧杂双环[2.2.1]庚烷半咔唑酮19-26，并对其体外血栓烷（TxA2）拮抗活性和体内作用时间进行了评估。发现19-26的效力高度依赖于亚间苯环的取代模式，并且以大于间位大于邻位的顺序降低。SQ 35,091（25），[1S-（1 alpha，2 alpha，3 alpha，4 alpha）]-2-[[3-[[[[（（苯基氨基）羰基]肼基]甲基] -7-氧杂双环[2.2.1 [庚基-2-基]甲基]苯丙酸被鉴定为有效且长效的TxA2拮抗剂。在富含人血小板的血浆中，SQ 35,091抑制了花生四烯酸（800 microM）和U-46,619（10 microM）诱导的聚集，I50值分别为3和12 nM。相反，大于1000 microM时未观察到对ADP（20 microM）诱导的聚集的抑制。用[3H] -SQ 29,548进行的受体结合研究表明，SQ 35,091是

  DOI：

  10.1021/jm00113a030
• 作为产物：
  描述：

  邻溴肉桂酸 在 甲醇 、 硫酸 作用下， 生成 methyl (2E)-3-(2-bromophenyl)-2-propenoate
  参考文献：
  名称：

  Surgical anatomy of the infratemporal fossa using the transmaxillary approach

  摘要：

  In this study we evaluated the ability of the transmaxillary route to expose the elements of the infratemporal fossa (ITF). Five adult cadaver heads were dissected on both sides, after making a paralateronasal incision. The maxillary branch of the trigeminal nerve served as a superior landmark to progress into the retroantral space and pterygopalatine fossa. The maxillary artery, lateral pterygoid muscle, pterygoid venous plexus, foramen rotundum and foramen ovale were identified. Distances between those elements and angle of approaches of the foramen ovale and foramen rotundum were measured in the horizontal plane. In all cases, the anterior loop of the maxillary artery and the sphenopalatine artery were located in the proximal retroantral fatty space and could be ligated without optic magnification. The maxillary nerve could be followed up to the foramen rotundum at a 44 mm mean distance from the opening. The mean angle of vision to the foramen rotundum was 31 degrees. Under the greater sphenoid wing and lateral to the pterygoid process, desinsertion and partial resection of the lateral pterygoid muscle were required to identify the pterygoid venous plexus and foramen ovale. The pterygoid venous plexus was organized as a compact network of channels between and superior to the muscle fibers; it was in close relation with the foramen ovale. Access to the foramen ovale was deep (mean 56 mm) and narrow (20 degrees). Our results indicate that the transmaxillary approach is a minimally invasive procedure that gives an appropriate window to the structures of the retroantral space and to the pterygomaxillary fissure and pterygopalatine fossa. Monitoring of the retropterygoid portion of the infratemporal fossa by this route is inadequate.

  DOI：

  10.1007/s00276-001-0209-5

文献信息

• Heck Cross-Coupling of Aryldiazonium Tetrafluoroborate with Acrylates Catalyzed by Palladium on Charcoal
  作者：François-Xavier Felpin、Eric Fouquet、Cécile Zakri

  DOI：10.1002/adsc.200800539

  日期：2008.11.3

  relationship study of various palladium supported on charcoal (Pd/C) catalysts has been undertaken for the Heck reaction of aryldiazonium tetrafluoroborate with acrylates. The optimized protocol enables the cross-coupling with a low loading of palladium at room temperature in technical grade methanol. Although the catalyst could not be recycled at this time, measurement of the palladium content by inductively

  对于四氟硼酸芳基重氮鎓与丙烯酸酯的Heck反应，已经进行了各种负载在木炭（Pd / C）催化剂上的钯的性能-活性关系研究。经过优化的方案可以在室温下以工业级甲醇与低负载的钯进行交叉偶联。尽管此时催化剂无法循环使用，但通过电感耦合等离子体质谱法（ICP-MS）对钯含量的测量表明，钯对溶剂和产物的污染较低，与均匀条件相比，该方法对环境更安全。
• Enantioselective Synthesis of Pyroglutamic Acid Esters from Glycinate via Carbonyl Catalysis
  作者：Jiguo Ma、Qinghai Zhou、Guanshui Song、Yongchang Song、Guoqing Zhao、Kuiling Ding、Baoguo Zhao

  DOI：10.1002/anie.202017306

  日期：2021.5.3

  Direct α‐functionalization of NH2‐free glycinates with relatively weak electrophiles such as α,β‐unsaturated esters still remains a big challenge in organic synthesis. With chiral pyridoxal 5 d as a carbonyl catalyst, direct asymmetric conjugated addition at the α‐C of glycinate 1 a with α,β‐unsaturated esters 2 has been successfully realized, to produce various chiral pyroglutamic acid esters 4 in 14–96 %

  用相对较弱的亲电试剂（例如，α，β-不饱和酯）将不含NH 2的甘氨酸直接进行α-官能化仍然是有机合成中的一大挑战。以手性吡ido醛5 d作为羰基催化剂，已成功实现在甘氨酸1a的α-C与α，β-不饱和酯2的直接不对称共轭加成反应，以14-96％的收率生产各种手性焦谷氨酸酯4原位内酰胺化后具有81–97％ee的物质。该反式与顺非对映异构体可以通过色谱法同时获得，并且可以很容易地通过叔丁基去除和随后的Barton转化为手性4取代的吡咯烷-2-酮，例如具有相同绝对构型的阿兹海默氏药物Rolipram（11）。脱羧。
• Unprecedented Substoichiometric Use of Hazardous Aryl Diazonium Salts in the Heck-Matsuda Reaction via a Double Catalytic Cycle
  作者：François Le Callonnec、Eric Fouquet、François-Xavier Felpin

  DOI：10.1021/ol200752x

  日期：2011.5.20

  The first Heck-Matsuda reaction using a catalytic amount of diazonium salts has been discovered. The reaction proceeds through an unprecedented double catalytic cycle in which the electrophile is in situ generated through the reaction advancement. This concept features mild and safe conditions as hazardous aryl diazonium salts are not isolated anymore. Importantly, this sustainable procedure generates

  已经发现使用催化量的重氮盐的第一个Heck-Matsuda反应。反应通过前所未有的双催化循环进行，其中亲电试剂通过反应进行原位生成。该概念具有温和且安全的条件，因为不再分离出危险的芳基重氮盐。重要的是，这种可持续的程序仅产生对环境无害的副产物，例如t- BuOH，H 2 O和N 2。
• Microwave-Enhanced Carbonylative Generation of Indanones and 3-Acylaminoindanones
  作者：Xiongyu Wu、Peter Nilsson、Mats Larhed

  DOI：10.1021/jo048375g

  日期：2005.1.1

  incomplete conversions of sluggish o-styryl bromides and chlorides were realized. Internal and chemoselective palladium(0)-catalyzed Heck arylations of enamides afforded suitable starting materials for subsequent rapid ring-closing reactions. Microwave-heated intramolecular in situ carbonylation of these electron-rich and sterically congested olefins conveniently afforded eight functionalized 3-acylaminoindanone

  描述了微波加速协议的钯（0）催化不饱和芳基溴化物和氯化物的羰基化环化的发展。通过使用在乙烯基键上缺少取代基的邻溴代苯乙烯基衍生物，仅加热20分钟，六羰基钼介导的原位羰基化就以高收率递送了一组茚满-1-酮产物。不加入三-叔丁基膦释放富盐（（吨-Bu）3 PHBF 4）中，仅呆滞的不完全转化ö实现了苯乙烯基溴化物和氯化物。内部和化学选择性钯（0）催化的酰胺的Heck芳基化为随后的快速闭环反应提供了合适的原料。这些富含电子和空间上拥塞的烯烃的微波加热分子内原位羰基化反应可通过一种新颖的合成方法方便地得到八种官能化的3-酰基氨基茚满酮衍生物。贫电子的邻溴代肉桂酸衍生物的羰基化尝试通过竞争性的羰基化-迈克尔加成反应序列仅提供了相应的内酯。
• [EN] NOVEL 6,7-DIHYDRO-4H-PYRAZOLO[1,5-A]PYRAZINE INDOLE-2-CARBOXAMIDES ACTIVE AGAINST THE HEPATITIS B VIRUS (HBV)<br/>[FR] NOUVEAUX 6,7-DIHYDRO-4H-PYRAZOLO[1,5-A]PYRAZINE INDOLE-2-CARBOXAMIDES ACTIFS CONTRE LE VIRUS DE L'HÉPATITE B (VHB)
  申请人：AICURIS GMBH & CO KG

  公开号：WO2020089453A1

  公开（公告）日：2020-05-07

  The present invention relates generally to novel antiviral agents. Specifically, the present invention relates to compounds which can inhibit the protein(s) encoded by hepatitis B virus (HBV) or interfere with the function of the HBV replication cycle, compositions comprising such compounds, methods for inhibiting HBV viral replication, methods for treating or preventing HBV infection, and processes and intermediates for mating the compounds.

  本发明一般涉及新型抗病毒药剂。具体地，本发明涉及能够抑制乙型肝炎病毒（HBV）编码的蛋白质或干扰HBV复制周期功能的化合物，包含这种化合物的组合物，抑制HBV病毒复制的方法，治疗或预防HBV感染的方法，以及配制这些化合物的工艺和中间体。