(E)-4,4,4-trifluorobut-2-enoyl chloride | 115630-80-3

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 酰卤
• 英文名称: (E)-4,4,4-trifluorobut-2-enoyl chloride
• 英文别名: 4,4,4-Trifluorobut-2-enoyl chloride
• CAS: 115630-80-3
• 化学式: C₄H₂ClF₃O
• 分子量: 158.507
• InChiKey: DUTDALJAKWGZSA-OWOJBTEDSA-N

物化性质

• 沸点：
  110 °C
• 密度：
  1.401±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (E)-4,4,4-trifluorobut-2-enoyl chloride 生成 4,4,4-trifluoro-trans-crotonic acid methylamide
  参考文献：
  名称：

  One haemodialysis unit's experience of hepatitis B

  摘要：

  SummaryHaemodialysis patients are at high risk of contracting Hepatitis B Virus (HBV). This blood borne virus has been responsible for many critical incidents within haemodialysis units around the world. This paper seeks to explore one such outbreak and at the same time look more closely at HBV and connected issues. The incident discussed occurred within a haemodialysis unit situated in the Northwest of England. This paper is presented as a case study. When HBV was detected in a previously HBV negative patient a crisis management team moved quickly to contain any possible outbreak and sought to discover the origin of the infection. An outline of the personal and financial cost to the organisation, what lessons have been learnt and why recommendations have been made to immunise the local dialysis population again HBV will be presented.

  DOI：

  10.1111/j.1755-6686.2000.tb00071.x
• 作为产物：
  描述：

  4,4,4-三氟丁-2-烯酸 在 草酰氯 、 N,N-二甲基甲酰胺 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以33%的产率得到(E)-4,4,4-trifluorobut-2-enoyl chloride
  参考文献：
  名称：

  使用呋喃基二烯的对映选择性Diels-Alder内酰胺化有机级联†

  摘要：

  α，β-不饱和酰基铵盐是有用的二烯亲和体，能够与呋喃基二烯高度对映选择性和立体发散的Diels-Alder引发的有机级联反应。因此，可以在温和的条件下由容易制备的二烯，商品酰氯和手性异硫脲有机催化剂制得复杂的多环系统。我们描述了使用含呋喃基二烯的磺酰胺侧基导致氧代桥连，反式的产生稠合的三环γ-内酰胺。由于它们的可逆性，该方法与这些通常有问题的二烯构成了第一个高度对映体和非对映体选择性的有机催化Diels-Alder环加成反应。计算研究表明，这些呋喃二烯具有较高的非对映选择性，可能是由于内加合物可逆的Diels-Alder环加成反应所致。此外，该方法的实用性通过对核心结构的简洁方法得到了证明，该结构与天然产物板蓝素A和非肽基生长素释放肽受体反向激动剂相似。

  DOI：

  10.1039/c6ob02738e

文献信息

• Discovery and Optimization of a Novel 2<i>H</i>-Pyrazolo[3,4-d]pyrimidine Derivative as a Potent Irreversible Pan-Fibroblast Growth Factor Receptor Inhibitor
  作者：Yujiao Wei、Yanting Tang、Yunyun Zhou、Yuyu Yang、Yetong Cui、Xuan Wang、Yubo Wang、Yulin Liu、Ning Liu、Qianqian Wang、Chong Li、Hao Ruan、Honggang Zhou、Mingming Wei、Guang Yang、Cheng Yang

  DOI：10.1021/acs.jmedchem.1c00174

  日期：2021.7.8

  cancers. In fact, several selective irreversible inhibitors capable of covalently reacting with the conserved cysteine of FGFRs are currently being evaluated in clinical trials. In this article, we optimized and discovered a novel lead compound 36 with remarkable inhibitory effects against FGFR (1–3), which is a derivative of 2H-pyrazolo[3,4-d]pyrimidine. The irreversible binding to FGFRs was characterized

  成纤维细胞生长因子受体 (FGFR) 已成为各种类型癌症的有希望的治疗靶点。事实上，目前正在临床试验中评估几种能够与 FGFR 的保守半胱氨酸发生共价反应的选择性不可逆抑制剂。在本文中，我们优化并发现了一种对 FGFR (1-3) 具有显着抑制作用的新型先导化合物36，它是 2 H-吡唑并[3,4-d]嘧啶的衍生物。LC-MS 表征了与 FGFR 的不可逆结合。该化合物已被证明在体外和体内对 NCI-H1581 和 SNU-16 癌细胞系具有显着的抗增殖作用。化合物36 还证明了低毒性和足够的药代动力学特性，目前正在验证作为潜在的候选药物。
• [EN] HETEROARYL COMPOUNDS WITH CYCLIC BRIDGING UNIT FOR USE IN THE TREATMENT HELMINTH INFECTION<br/>[FR] COMPOSÉS HÉTÉROARYLES À UNITÉ DE PONTAGE CYCLIQUE UTILISÉS DANS LE TRAITEMENT D'INFECTIONS HELMINTHIQUES
  申请人：INTERVET INT BV

  公开号：WO2013144180A1

  公开（公告）日：2013-10-03

  This invention relates to certain heteroaryl compounds for use as medicaments, more specifically as medicaments for treating animals. The medicament can be used for the treatment of helminth infections and the treatment of parasitosis caused by helminth infections. This invention also relates to uses of the compounds to make medicaments and treatments comprising the administration of the compounds to animals in need of the treatments. This invention also relates to pharmaceutical compositions and kits comprising the compounds.

  本发明涉及某些杂环烯基化合物，用作药物，更具体地用作治疗动物的药物。该药物可用于治疗蠕虫感染和由蠕虫感染引起的寄生虫病的治疗。本发明还涉及利用这些化合物制备药物和治疗方法，包括将这些化合物给予需要治疗的动物。本发明还涉及包含这些化合物的药物组合物和配套工具。
• Applications of the Chiral Auxiliaries DIOZ and TRIOZ for Conjugate Additions and Comparison with Other Auxiliaries
  作者：Hanspeter Sprecher、Stefan Pletscher、Manuel Möri、Roger Marti、Christoph Gaul、Krystyna Patora-Komisarska、Ekatarina Otchertianova、Albert K. Beck、Dieter Seebach

  DOI：10.1002/hlca.200900385

  日期：2010.1

  prepared and used for conjugate additions of organocuprate reagents (Me, iPr, Ph, 4‐MeOPh) in the β‐carbonyl (Table 2) and in the α‐carbonyl position (NO2‐derivative 11 in Scheme 3). The yields and diastereoselectivities are compared with previously tested enoyl‐oxazolidinones (Table 2). Highest diastereoselectivities (>90%) are always observed with the 4‐Ph derivatives (Hruby effect). Nitroacryloyl‐oxazolidinones

  许多ñ -丙烯酰基，Ñ -crotonoyl-，ñ - （3,3,3- trifluorocrotonoyl） - ，Ñ -cinnamoyl-，和ñ - （3- nitroacryloyl）-4-异丙基或-4-苯基唑烷-2-酮与偕二苯基取代，即，7 - 15，已被制备并用于有机铜试剂的共轭加成（Me中，我PR，pH值，4-MeOPh）在β -羰基（表2），并在的α -羰基位置（NO 2 -衍生物11在方案3中）。将产率和非对映选择性与先前测试的烯酰基-恶唑烷酮（表2）进行比较。使用4-Ph衍生物总是观察到最高的非对映选择性（> 90％）（Hruby效应）。硝基丙烯酰基-恶唑烷酮和相应的苯薄荷醇酯的非对映选择性加成较少（方案3）。还测试了由3-（1-甲基乙基）-5,5-二苯基恶唑烷二-2-酮（DIOZ）衍生的Li 2-烯酸酯-亚硝酸盐的α-羰基烷基化反应（方案4）。描述了三种丙烯酰基-恶唑
• Palladium-Catalyzed Diastereoselective Synthesis of 3-Arylbutanoic Acid Derivatives
  作者：Wubin Zhi、Jingya Li、Dapeng Zou、Yusheng Wu、Yangjie Wu

  DOI：10.1021/acs.joc.7b02104

  日期：2017.12.1

  first palladium-catalyzed diastereoselective conjugate addition of arylboronic acids to chiral imides is reported. The catalytic system employing 4-tert-butyloxazolidin-2-one as the chiral auxiliary in a mixed solvent system of MeOH/H2O (1:3) under an air atmosphere provides the optically active 3-arylbutanoic acid derivatives in excellent yields with high diastereoselectivity.

  据报道，芳基硼酸第一次钯催化的非对映选择性共轭加成到手性酰亚胺上。在空气气氛下，在MeOH / H 2 O（1：3）混合溶剂体系中，以4-叔丁基恶唑烷-2-酮为手性助剂的催化体系提供了具有优异收率的旋光性3-芳基丁酸衍生物。高非对映选择性。
• Chiral Holmium Complex-Catalyzed Diels–Alder Reaction of Silyloxyvinylindoles: Stereoselective Synthesis of Hydrocarbazoles
  作者：Shinji Harada、Takahiro Morikawa、Atsushi Nishida

  DOI：10.1021/ol402559z

  日期：2013.10.18

  electron-deficient olefins gave substituted hydrocarbazoles in up to 99% yield and 94% ee. This reaction was catalyzed by a novel chiral holmium(III) complex. Alkylation of the cycloadduct gave a tricyclic compound with four continuous chiral centers, one of which was a quaternary carbon.

  3- [1-（甲硅烷氧基）乙烯基]吲哚与缺电子烯烃之间的催化和不对称环加成反应以最高99％的收率和94％ee的产率得到取代的咔唑。该反应由新型手性（III）配合物催化。环加合物的烷基化得到具有四个连续手性中心的三环化合物，其中一个是季碳。