(Z)-ethyl 4-bromo-2-fluorobut-2-enoate | 108702-05-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (Z)-ethyl 4-bromo-2-fluorobut-2-enoate
• 英文别名: ethyl (Z)-4-bromo-2-fluorobut-2-enoate；(Z)-ethyl 4-bromo-2-fluorocrotonate；ethyl 4-bromo-2-fluorocrotonate；ethyl 4-bromo-2-fluoro-2-butenoate
• CAS: 108702-05-2
• 化学式: C₆H₈BrFO₂
• 分子量: 211.031
• InChiKey: KXFAPBLUOYPBJZ-HYXAFXHYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  10
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (Z)-ethyl 4-bromo-2-fluorobut-2-enoate 生成 (Z)-4-bromo-2-fluorobut-2-enal
  参考文献：
  名称：

  MATSUO, NORITADA;TSUSHIMA, KAZUNORI;NISHIDA, SUMIO;YANO, TOSHIHIKO

  摘要：

  DOI：
• 作为产物：
  描述：

  ethyl (Z)-2-fluorobut-2-enoate 在 N-溴代丁二酰亚胺(NBS) 、 过氧化苯甲酰 作用下， 以 四氯化碳 为溶剂， 反应 6.0h， 以13%的产率得到(Z)-ethyl 4-bromo-2-fluorobut-2-enoate
  参考文献：
  名称：

  [EN] BRUTON'S TYROSINE KINASE INHIBITORS
  [FR] INHIBITEURS DE LA TYROSINE KINASE DE BRUTON

  摘要：

  本文披露了一种与Bruton's酪氨酸激酶（BTK）形成共价键的化合物。公开了制备这些化合物的方法。还披露了包括这些化合物的药物组合物。公开了使用BTK抑制剂的方法，单独或与其他治疗剂联合治疗自身免疫疾病或症状、异源免疫疾病或症状、癌症，包括淋巴瘤，以及炎症性疾病或症状的方法。 (化学式I)

  公开号：

  WO2014068527A1

文献信息

• [EN] BRUTON'S TYROSINE KINASE INHIBITORS<br/>[FR] INHIBITEURS DE LA TYROSINE KINASE DE BRUTON
  申请人：PFIZER

  公开号：WO2014068527A1

  公开（公告）日：2014-05-08

  Disclosed herein are compounds that form covalent bonds with Bruton's tyrosine kinase (BTK). Methods for the preparation of the compounds are disclosed. Also disclosed are pharmaceutical compositions that include the compounds. Methods of using the BTK inhibitors are disclosed, alone or in combination with other therapeutic agents, for the treatment of autoimmune diseases or conditions, heteroimmune diseases or conditions, cancer, including lymphoma, and inflammatory diseases or conditions. (Formula I)

  本文披露了一种与Bruton's酪氨酸激酶（BTK）形成共价键的化合物。公开了制备这些化合物的方法。还披露了包括这些化合物的药物组合物。公开了使用BTK抑制剂的方法，单独或与其他治疗剂联合治疗自身免疫疾病或症状、异源免疫疾病或症状、癌症，包括淋巴瘤，以及炎症性疾病或症状的方法。 (化学式I)
• Fluorinated butene derivatives and methods for their preparation
  申请人：The University of Rochester

  公开号：US04902835A1

  公开（公告）日：1990-02-20

  New chemical reactions of 1,1,2-trifluoro-1,3-butadiene provide simple access to a series of new fluorinated alkene derivatives. These derivatives provide a simple, general methodology for the stereocontrolled preparation of 2-fluoro-2-alkenoate esters and related monofluoroalkene derivatives which include fluoro analogs of known insecticides, pheromones or pharmaceuticals. A new method for the preparation of 1,1,2-trifluoro-1,3-butadiene is also provided.

  1,1,2-三氟-1,3-丁二烯的新化学反应提供了一系列新的氟代烯烃衍生物的简单途径。这些衍生物提供了一种简单、通用的方法，用于立体控制制备2-氟-2-烯酸酯和相关的单氟代烯烃衍生物，其中包括已知杀虫剂、信息素或药物的氟类类似物。还提供了一种制备1,1,2-三氟-1,3-丁二烯的新方法。
• 2-Fluoro-2-buten-4-olide, a New Fluorinated Synthon. Preparation; 1,2-, 1,4- and Tandem Additions
  作者：Jaroslav Kvíčala、Jakub Plocar、RůŽena Vlasáková、Oldřich Paleta、Andrew Pelter

  DOI：10.1055/s-1997-929

  日期：1997.8

  2-Fluoro-2-buten-4-olide (1) was prepared either by transformation of D-erythronolactone or by Wittig-Horner reaction of ethyl (diethoxyphosphoryl)fluoroacetate with acetoxyacetaldehyde followed by ring closure. It can be transformed by 1,2-addition of nitrogen or hard carbon nucleophiles to fluorinated hydroxyamides or diols and by 1,4-addition of soft carbon nucleophiles to β-alkylated 2-fluorobutan-4-olides. Tandem addition leads to α,β disubstituted 2-fluorobutan-4-olides which are intermediates for the synthesis of fluorinated lignans.

  2-氟-2-丁烯-4-内酯（1）可以通过D-赤藓醇内酯的转化或通过乙基（双乙氧基磷酸基）氟乙酸酯与乙酰氧基乙醛的威蒂格-霍纳反应后环闭合制备。它可以通过氮或硬碳核亲电体的1,2-加成反应转化为氟化羟基酰胺或二醇，也可以通过软碳核亲电体对β-烷基化的2-氟丁-4-内酯进行1,4-加成反应。串联加成反应生成的α,β-二取代的2-氟丁-4-内酯是氟化木酚类化合物合成的中间体。
• Carboxylic acid esters and insecticides containing them as the active
  申请人：Sumitomo Chemical Company, Limited

  公开号：US04714712A1

  公开（公告）日：1987-12-22

  This invention relates to novel carboxylic acid esters represented by the formula (I) below, methods for production thereof and insecticides containing them as the active ingredient, and an alcohol compound useful as an intermediate for manufacturing carboxylic acid esters represented by the formula (I). ##STR1## wherein R.sub.1 represents a hydrogen atom or a methyl group; when R.sub.1 is a hydrogen atom, R.sub.2 represents a group of the formula ##STR2## in which X and Y are the same or different and represent a hydrogen atom, a methyl group, a halogen atom or a halogenated lower alkyl group, and when R.sub.1 is a methyl group, R.sub.2 represents a methyl group; R.sub.3 represents hydrogen atom or a methyl group; and R.sub.4 represents a hydrogen atom, a lower alkyl group, a lower alkenyl group or a lower alkynyl group.

  这项发明涉及由下式（I）表示的新型羧酸酯，其生产方法及含有它们作为活性成分的杀虫剂，以及作为制造由下式（I）表示的羧酸酯的中间体有用的醇化合物。其中R.sub.1代表氢原子或甲基基团；当R.sub.1为氢原子时，R.sub.2代表下式的基团##STR2##其中X和Y相同或不同，代表氢原子、甲基基团、卤素原子或卤代低烷基基团，当R.sub.1为甲基基团时，R.sub.2代表甲基基团；R.sub.3代表氢原子或甲基基团；R.sub.4代表氢原子、低烷基基团、低烯基基团或低炔基基团。
• Penta-2,4-dienamides and use as pesticides
  申请人：Roussel Uclaf

  公开号：US05459149A1

  公开（公告）日：1995-10-17

  The present Application discloses pesticidally active compounds of formula (I): Q(CH.sub.2).sub.a (O).sub.b Q.sup.1 CR.sup.2 =CR.sup.3 CR.sup.4 =CR.sup.5 CXNR.sup.1 R.sup.x or a salt or propesticide thereof, wherein Q is an optionally substituted aromatic monocyclic or fused bicyclic ring system in which at least one ring is aromatic, or Q is a dihalovinyl group or a group R.sup.6 --C=C--where R.sup.6 is C.sub.1-4 alkyl, tri C.sub.1-4 alkylsilyl, halo or hydrogen; Q.sup.1 is a 1,2-cyclopropyl ring optionally substituted by one or more groups selected from C.sub.1-3 alkyl, halo, C.sub.1-3 haloalkyl, C.sub.2-3 alkynyl, or cyano; or Q.sup.1 is (CH.sub.2).sub.7 ; a=0 or 1; b=0 or 1; R.sup.2, R.sup.3, R.sup.4 and R.sup.5 are the same or different with at least one being hydrogen and the others being independently selected from hydrogen, halo, C.sub.1-4 alkyl or C.sub.1-4 haloalkyl; X is oxygen or sulphur; R.sup.1 is phenyl optionally substituted by 1-5 substituents chosen from: a) C.sub.1-4 alkyl, C.sub.1-4 alkoxy, phenoxy and methylenedioxy, each optionally substituted by 1 to 5 halo; b) halo, cyano, nitro, formyl, C.sub.1-5 acyl; c) C.sub.2-3 alkynyl, C.sub.2-3 alkenyl, each optionally substituted by 1 to 5 halo; d) a group S(O).sub.n R.sup.7 wherein n=0, 1, 2 and R.sup.7 is C.sub.1-4 alkyl, halo or NR.sup.8 R.sup.9 wherein R.sup.8 and R.sup.9 are independently selected from hydrogen, C.sub.1-4 alkyl and C.sub.1-4 acyl; and a group e) NR.sup.8 R.sup.9 where R.sup.8 and R.sup.9 are as defined above; R.sup.X is hydrogen or an optionally substituted C.sub.1-8 alkyl or benzyl group, their preparation, pesticidal compositions containing them and their use against pests.

  本申请公开了式(I)的杀虫活性化合物：Q(CH.sub.2).sub.a(O).sub.bQ.sup.1CR.sup.2=CR.sup.3CR.sup.4=CR.sup.5CXNR.sup.1R.sup.x或其盐或前药，其中Q是一个选择性取代的芳香单环或融合双环环系统，其中至少一个环是芳香的，或者Q是二卤乙烯基或R.sup.6--C=C--基团，其中R.sup.6是C.sub.1-4烷基，三C.sub.1-4烷基硅基，卤素或氢; Q.sup.1是一个1,2-环丙基环，其可以被一个或多个从C.sub.1-3烷基，卤素，C.sub.1-3卤代烷基，C.sub.2-3炔基或氰基中选择的基团取代; 或者Q.sup.1是(CH.sub.2).sub.7; a=0或1; b=0或1; R.sup.2，R.sup.3，R.sup.4和R.sup.5相同或不同，其中至少一个是氢，其余的是独立选择的氢，卤素，C.sub.1-4烷基或C.sub.1-4卤代烷基; X是氧或硫; R.sup.1是苯基，其可以被选择性地取代为1-5个取自以下的取代基：a)C.sub.1-4烷基，C.sub.1-4烷氧基，苯氧基和亚甲二氧基，每个都可以选择性地被1到5个卤素取代; b)卤素，氰基，硝基，甲酰基，C.sub.1-5酰基; c)C.sub.2-3炔基，C.sub.2-3烯基，每个都可以选择性地被1到5个卤素取代; d)S(O).sub.nR.sup.7基团，其中n=0,1,2，R.sup.7是C.sub.1-4烷基，卤素或NR.sup.8R.sup.9，其中R.sup.8和R.sup.9独立地选择自氢，C.sub.1-4烷基和C.sub.1-4酰基; 和e)NR.sup.8R.sup.9基团，其中R.sup.8和R.sup.9如上所定义; R.sup.X是氢或选择性取代的C.sub.1-8烷基或苯甲基基团，它们的制备，包含它们的杀虫剂组合物以及它们对抗害虫的用途。