ethyl 4-(2-iodophenoxy)butanoate | 132902-23-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: ethyl 4-(2-iodophenoxy)butanoate
• 英文别名: 4-(2-Iodophenoxy)butyric acid ethyl ester
• CAS: 132902-23-9
• 化学式: C₁₂H₁₅IO₃
• mdl: MFCD22381266
• 分子量: 334.154
• InChiKey: CKDUWOMNBUITEH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  16
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.416
• 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：

  ethyl 4-(2-iodophenoxy)butanoate 在 4-二甲氨基吡啶 、 lithium hydroxide monohydrate 、 N,N'-二环己基碳二亚胺 、 锌 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 水 为溶剂， 反应 12.0h， 生成 5-(3-(2-iodophenoxy)propyl)-1-aza-5-germabicyclo[3.3.3]undecane
  参考文献：
  名称：

  使用烷基羧甲基戊烷的烷基化封端的Catellani反应。

  摘要：

  Catellani反应已经引起了广泛的关注，因为它能够快速进行芳香族化合物的多重衍生。当使用烷基亲电子来实现邻烷基化是Catellani反应的最早的应用之一，本位与烷基化-封端的反应β -H-含有反应物还没有实现更新。在本文中，我们报道了使用烷基碳霉菌素（缩写为烷基Ge）作为亲核试剂的烷基化终止的Catellani反应。讨论了该反应中烷基Ge和烷基B（OH）2的反应性。该方法可实现与β的有效二烷基化含H的反应物，以前是Catellani反应无法获得的。

  DOI：

  10.1002/anie.202008482
• 作为产物：
  描述：

  1-(3-bromopropoxy)-2-iodobenzene 在 乙醇 、 硫酸 作用下， 生成 ethyl 4-(2-iodophenoxy)butanoate
  参考文献：
  名称：

  Iodinated Organic Compounds as Contrast Media for Radiographic Diagnoses. I. Iodinated Aracyl Esters^1a

  摘要：

  DOI：

  10.1021/ja01258a054

文献信息

• <i>Z</i>-Selective Olefin Synthesis via Iron-Catalyzed Reductive Coupling of Alkyl Halides with Terminal Arylalkynes
  作者：Chi Wai Cheung、Fedor E. Zhurkin、Xile Hu

  DOI：10.1021/jacs.5b01784

  日期：2015.4.22

  Selective catalytic synthesis of Z-olefins has been challenging. Here we describe a method to produce 1,2-disubstituted olefins in high Z selectivity via reductive cross-coupling of alkyl halides with terminal arylalkynes. The method employs inexpensive and nontoxic catalyst (iron(II) bromide) and reductant (zinc). The substrate scope encompasses primary, secondary, and tertiary alkyl halides, and

  Z-烯烃的选择性催化合成一直具有挑战性。在这里，我们描述了一种通过卤代烷与末端芳基炔的还原交叉偶联以高Z选择性生产1,2-二取代烯烃的方法。该方法采用廉价且无毒的催化剂（溴化铁（II））和还原剂（锌）。底物范围涵盖伯、仲、叔卤代烷，反应可耐受大量官能团。该方法的实用性在几种药学相关分子的合成中得到了证明。机理研究表明该反应通过铁催化的反选择性卡肼化途径进行。
• The First Direct Chlorination of Iodoarenes - A Side-chain Directed Process
  作者：Siegfried R. Waldvogel、Daniela Mirk、Olga Kataeva、Roland Fröhlich

  DOI：10.1055/s-2003-42412

  日期：——

  The chlorination of electron rich iodoarenes with MoCl5 proceeds with methoxycarbonylmethyl as the directing group. The transformation is selective and without loss of the valuable iodo substituent.

  富电子碘代芳烃在MoCl5作用下的氯化反应，采用甲氧羰基甲基作为导向基团。该转化反应具有选择性，且不会损失宝贵的碘取代基。
• Leukotriene-B4 derivatives, process for their production and their use
  申请人：Schering Aktiengesellschaft

  公开号：US05183925A1

  公开（公告）日：1993-02-02

  The invention relates to leukotriene-B.sub.4 derivatives of formula I, ##STR1## in which n=1-10, R.sub.1 means radical CH.sub.2 OH, radical COOR.sub.4, radical CONHR.sub.5 or radical CONR.sub.6 R.sub.7, A means a cis, trans or trans, trans--CH.dbd.CH--CH.dbd.CH group or tetramethylene group, B means an alkylene group with up to 10 C atoms, D means a direct compound, oxygen, sulfur, a --C.tbd.C group or a --CH.dbd.CR.sub.8 group, B and D together mean a direct bond, R.sub.2 means a hydrogen atom or an acid radical of an organic acid with 1-15 C atoms and R.sub.3 means a hydrogen atom, an optionally substituted alkyl radical with 1-10 C atoms, a cycloalkyl radical with 3-10 C atoms, an optionally substituted aryl radical with 6-10 C atoms or a 5-6 member heterocyclic radical and if R.sub.4 means a hydrogen atom, their salts with physiologically compatible bases and their cyclodextrin clathrates, process for their production and their pharmaceutical use.

  本发明涉及化合物I的白三烯-B.sub.4衍生物，其中：##STR1## 其中n = 1-10，R.sub.1表示基团CH.sub.2 OH、基团COOR.sub.4、基团CONHR.sub.5或基团CONR.sub.6R.sub.7，A表示顺式、反式或反式，反式-CH.dbd.CH-CH.dbd.CH基团或四亚甲基基团，B表示最多有10个C原子的烷基基团，D表示直接化合物、氧、硫、-C.tbd.C基团或-CH.dbd.CR.sub.8基团，B和D一起表示直接键，R.sub.2表示氢原子或具有1-15个C原子的有机酸的酸基基团，R.sub.3表示氢原子、可选择取代的1-10个C原子的烷基基团、3-10个C原子的环烷基团、6-10个C原子的可选择取代的芳基基团或5-6个成员的杂环基团，如果R.sub.4表示氢原子，则它们与生理兼容的碱盐和它们的环糊精包合物，以及它们的制备方法和药物用途。
• Development of new recyclable reagents and catalytic systems based on hypervalent iodine compounds
  作者：Mekhman S. Yusubov、Viktor V. Zhdankin

  DOI：10.1016/j.mencom.2010.06.001

  日期：2010.7

  Recent advances in the development of polymer-supported iodine(V) oxidants, recyclable monomeric hypervalent iodine(III) reagents and catalytic systems based on hypervalent iodine compounds are discussed. These efficient and environmentally friendly reagents and catalysts are particularly useful for oxidative transformations of alcohols to carbonyl compounds and for oxidations at the benzylic position.
• Synthesis and Biological Evaluation of New Quinoxaline Derivatives of ICF01012 as Melanoma-Targeting Probes
  作者：Radhia El Aissi、Jianrong Liu、Sophie Besse、Damien Canitrot、Olivier Chavignon、Jean-Michel Chezal、Elisabeth Miot-Noirault、Emmanuel Moreau

  DOI：10.1021/ml400468x

  日期：2014.5.8

  The aim of this study was the synthesis and pharmacokinetic selection of a best melanin-targeting ligand for addressing anticancer agents to pigmented melanoma. Seven quinoxaline carboxamide derivatives were synthesized and radiolabeled with iodine-125. Biodistribution studies of compounds [I-125]1a-g performed in melanoma-bearing mice tumor showed significant tumor uptake (range 2.43-5.68%ID/g) within 1 h after i.v. injection. Fast clearance of the radioactivity from the nontarget organs mainly via the urinary system gave high tumor-to-blood and tumor-to-muscle ratios. Given its favorable clearance and high tumor-melanoma uptake at 72 h, amide 1d was the most promising melanoma-targeting ligand in this series. Compound Id will be used as building block for the design of new melanoma-selective drug delivery systems.