丁基-三苯基-鏻溴化物 | 22949-84-4

• 物质功能分类: 有机原料 - 有机膦化合物
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 丁基-三苯基-鏻溴化物
• 中文别名: 丁基三苯基碘化膦
• 英文名称: butyl(triphenyl)phosphonium iodide
• 英文别名: n-butyltriphenylphosphonium iodide；Butyltriphenylphosphonium iodide；butyl(triphenyl)phosphanium;iodide
• CAS: 22949-84-4
• 化学式: C₂₂H₂₄P*I
• 分子量: 446.311
• InChiKey: RQNCKGZETNCAMA-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  1.78
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 海关编码：
  2931900090

反应信息

• 作为反应物：
  描述：

  丁基-三苯基-鏻溴化物 在 sodium hydroxide 作用下， 以 水 为溶剂， 以86.1%的产率得到[丁基(苯基)磷酰基]苯
  参考文献：
  名称：

  Buss, Antony D.; Warren, Stuart, Journal of the Chemical Society. Perkin transactions I, 1985, p. 2307 - 2326

  摘要：

  DOI：
• 作为产物：
  描述：

  1-碘丁烷 、 三苯基膦 以 甲苯 为溶剂， 反应 48.0h， 生成 丁基-三苯基-鏻溴化物
  参考文献：
  名称：

  Double C–H amination by consecutive SET oxidations

  摘要：

  一种新的分子内C-H氧化胺化方法基于FeCl3介导的苯胺与活化的sp3 C-H键的氧化反应。

  DOI：

  10.1039/c6cc03106d
• 作为试剂：
  描述：

  cyclohexene oxide 、 二氧化碳 在 水 、 丁基-三苯基-鏻溴化物 作用下， 125.0 ℃ 、2.0 MPa 条件下， 反应 2.5h， 以47%的产率得到(3aR,7aS)-hexahydrobenzo[d][1,3]dioxol-2-one
  参考文献：
  名称：

  Water as an efficient medium for the synthesis of cyclic carbonate

  摘要：

  Herein, we report a novel method for the synthesis of cyclic carbonate in water. By tuning the amount of water, cycloaddition Of CO2 to epoxide in aqueous medium leads to cyclic carbonates with moderate to excellent yields and high selectivities. In addition, the presence of water could remarkably improve the activity of ionic liquids by which the turnover frequency of the reaction is about 4-5 times higher in the presence than in the absence of water. The relationship between the higher catalytic reactivity and water was proposed. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.11.034

文献信息

• Synthesis of the (5S,9R)-isomer of 5,9-dimethylpentadecane, the major component of the female sex pheromone of the coffee leaf miner moth, Leucoptera coffeella
  作者：Kenji Mori

  DOI：10.1016/j.tetasy.2008.03.016

  日期：2008.4

  (5S,9R)-5,9-Dimethylpentadecane, one of the stereoisomers of the major component of the female sex pheromone of the coffee leaf miner moth (Leucoptera coffeella), was synthesized by starting from (R)-3-methyl-4-butanolide and (S)-citronellal. (C) 2008 Elsevier Ltd. All rights reserved.

  （5S,9R)-5,9-二甲基十五烷是一种立体异构体，属于咖啡黑果蠹蛾（Leucoptera coffeella）雌性性外激素的主要成分，该化合物通过以（R)-3-甲基-4-丁氧基乙酸内酯和（S)-香叶醛为起始原料进行合成。© 2008 Elsevier Ltd. 保留所有权利。
• Novel benzothienyl or indole derivatives, preparation and use thereof as inhibitors of prenyl transferase proteins
  申请人：——

  公开号：US20040204417A1

  公开（公告）日：2004-10-14

  The invention concerns compounds of general formula (1), wherein, in particular; W represents H, SO 2 R 5 . CO(CH 2 ) n R 5 , (CH 2 ) n R 6 , CS(CH 2 ) n R 5 ; X represents S or NH; Y represents (CH 2 ) p , CO, (CH 2 ) p CO, CH═CH—CO; Z represents a hetcrocycle, imidazole, benzimidazole, isoxazole, tetrazole, oxadiazole, thiadazole, pyridine, quinazoline, quinoxaline, quinoline, thiophene; R 1 represents COOR 6 , CONR 6 R 7 , CO—NH—CH(R 6 )—COOR 7 , CH 2 NR 6 R 7 , CH 2 OR 6 , (CH 2 ) p R 6 , CH═CHR 6 ; R 2 represents in particular hydrogen, C 1 -C 10 alkyl, a substituted or unsubstituted phenyl; R 5 and R 6 represents hydrogen, C 1 —C 6 alkyl; R 5 represents a substituted or unsubstituted phenyl or naphthyl; R 6 and R 7 , identical or different, represent hydrogen, C 1 —C 15 alkyl, a hetcrocycle. an aryl; n represents 0 to 10; p represents 1 to 6. 1

  该发明涉及一般式（1）的化合物，其中，特别是；W代表H，SO2R5.CO(CH2)nR5，(CH2)nR6，CS(CH2)nR5；X代表S或NH；Y代表(CH2)p，CO，(CH2)pCO，CH═CH—CO；Z代表杂环，咪唑，苯并咪唑，异噁唑，四唑，噁二唑，硫唑，吡啶，喹唑啉，喹喔啉，喹啉，噻吩；R1代表COOR6，CONR6R7，CO—NH—CH(R6)—COOR7，CH2NR6R7，CH2OR6，(CH2)pR6，CH═CHR6；R2特指氢，C1-C10烷基，取代或未取代苯基；R5和R6代表氢，C1—C6烷基；R5代表取代或未取代苯基或萘基；R6和R7，相同或不同，代表氢，C1—C15烷基，杂环，芳基；n表示0到10；p表示1到6。
• Water-Soluble Hypervalent Iodine(III) Having an I–N Bond. A Reagent for the Synthesis of Indoles
  作者：Hai-Dong Xia、Yan-Dong Zhang、Yan-Hui Wang、Chi Zhang

  DOI：10.1021/acs.orglett.8b01615

  日期：2018.7.6

  A readily accessible and bench-stable water-soluble hypervalent iodine(III) reagent (phenyliodonio)sulfamate (PISA) with an I–N bond was synthesized, and its structure was characterized by X-ray crystallography. With PISA, various indoles were synthesized via C–H amination of 2-alkenylanilines involving an aryl migration/intramolecular cyclization cascade with excellent regioselectivity in aqueous

  甲易于接近和台式稳定的水溶性高价碘（III）试剂（p苯基我odonio）小号ulfam一个TE（PISA）与I-N键的合成，其结构的特点是X射线晶体学。通过PISA，可以通过2-烯基苯胺的C–H胺化反应合成各种吲哚，涉及在CH 3 CN水溶液中具有极好的区域选择性的芳基迁移/分子内环化级联反应。值得注意的是，使用这种新方法作为关键步骤，不仅合成了两种药物分子，吲哚美辛和齐多菌素，而且还合成了另一种生物活性分子普罗帕多林。
• ALKENES AS ALKYNE EQUIVALENTS IN RADICAL CASCADES TERMINATED BY FRAGMENTATIONS
  申请人：The Florida State University Research Foundation, Inc.

  公开号：US20160347778A1

  公开（公告）日：2016-12-01

  Disclosed are methods for rerouting radical cascade cyclizations by using alkenes as alkyne equivalents. The reaction sequence is initiated by a novel 1,2 stannyl shift which achieves chemo- and regioselectivity in the process. The radical “hopping” leads to the formation of the radical center necessary for the sequence of selective cyclizations and fragmentations to follow. In the last step of the cascade, the elimination of a rationally designed radical leaving group via β-C—C bond scission aromatizes the product without the need for external oxidant. The Bu 3 Sn moiety, which is installed during the reaction sequence, allows further functionalization of the product via facile reactions with electrophiles as well as Stille and Suzuki cross-coupling reactions. This selective radical transformation opens a new approach for the controlled transformation of enynes into extended polycyclic structures of tunable dimensions.

  披露了一种利用烯烃作为炔烃当量重新定向自由基级联环化的方法。该反应序列由一种新颖的1,2 锡移位引发，实现了在过程中的化学和区域选择性。自由基的“跃迁”导致了形成所需的自由基中心，以便后续选择性环化和断裂序列的进行。在级联的最后一步中，通过β-C—C 键裂解消除经过合理设计的自由基离去基团，使产物芳香化，无需外部氧化剂。在反应序列中安装的Bu3Sn基团允许通过与亲电试剂以及Stille和Suzuki交叉偶联反应进行容易反应来进一步对产物进行官能化。这种选择性的自由基转化开辟了一种新的方法，用于将炔烯控制地转化为可调尺寸的扩展多环结构。
• Development of LM98, a Small‐Molecule TEAD Inhibitor Derived from Flufenamic Acid
  作者：Léa Mélin、Shuay Abdullayev、Ahmed Fnaiche、Victoria Vu、Narjara González Suárez、Hong Zeng、Magdalena M. Szewczyk、Fengling Li、Guillermo Senisterra、Abdellah Allali‐Hassani、Irene Chau、Aiping Dong、Simon Woo、Borhane Annabi、Levon Halabelian、Steven R. LaPlante、Masoud Vedadi、Dalia Barsyte‐Lovejoy、Vijayaratnam Santhakumar、Alexandre Gagnon

  DOI：10.1002/cmdc.202100432

  日期：2021.10.6

  demonstrating the value of this transcription factor for the development of novel anti-cancer therapies. We report herein the design, synthesis and biological evaluation of LM98, a flufenamic acid analogue. LM98 shows strong affinity to TEAD, inhibits its autopalmitoylation and reduces the YAP-TEAD transcriptional activity. Binding of LM98 to TEAD was supported by 19F-NMR studies while co-crystallization

  YAP-TEAD 转录复合物负责调节癌细胞生长和增殖的基因的表达。由于 TEAD 的过表达导致 Hippo 通路的失调已在多种癌症中得到报道。TEAD 的抑制抑制了相关基因的表达，证明了这种转录因子对于开发新型抗癌疗法的价值。我们在此报告了氟灭酸类似物 LM98 的设计、合成和生物学评价。LM98 对 TEAD 显示出很强的亲和力，抑制其自棕榈酰化并降低 YAP-TEAD 转录活性。19支持 LM98 与 TEAD 的结合F-NMR 研究同时共结晶实验证实 LM98 锚定在 TEAD 的棕榈酸袋内。LM98 降低CTGF和Cyr61的表达，抑制 MDA-MB-231 乳腺癌细胞迁移并在细胞分裂期间将细胞周期阻滞在 S 期。

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