3-bromo-5-((p-methoxybenzyl)oxy)benzaldehyde | 1068604-40-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-bromo-5-((p-methoxybenzyl)oxy)benzaldehyde
• 英文别名: 3-Bromo-5-((4-methoxybenzyl)oxy)benzaldehyde；3-bromo-5-[(4-methoxyphenyl)methoxy]benzaldehyde
• CAS: 1068604-40-9
• 化学式: C₁₅H₁₃BrO₃
• 分子量: 321.17
• InChiKey: QPYRKCBGFURBSL-UHFFFAOYSA-N

物化性质

• 沸点：
  434.0±35.0 °C(Predicted)
• 密度：
  1.421±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 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：

  3-bromo-5-((p-methoxybenzyl)oxy)benzaldehyde 在 2,6-二甲基吡啶 、 copper(l) iodide 、 二异丁基氢化铝 、 potassium carbonate 、 三乙胺 、 N,N'-二甲基乙二胺 、 双环己基(三氟甲烷磺酰氧基)硼烷 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 反应 24.0h， 生成 N-[3-[(1R,2R)-1,3-bis[[tert-butyl(dimethyl)silyl]oxy]-2-methylpropyl]-5-[(4-methoxyphenyl)methoxy]phenyl]acetamide
  参考文献：
  名称：

  Toward a Total Synthesis of Divergolide A; Synthesis of the Amido Hydro- quinone Core and the C10–C15 Fragment

  摘要：

  A ring-closing metathesis (RCM) approach was envisioned for installing the E double bond at the C9 and C10 positions of divergolide A, isolated from a mangrove endophyte. Accordingly, the C10-C15 diene diol fragment and the amido hydroquinone core with the requisite functionalities and stereochemistry have been synthesized by using the norephedrine-based syn-selective glycolate aldol and the anti-selective aldol reactions, respectively. CuI-catalyzed amidation was employed to access the anilide intermediate, which was further transformed into the amido hydroquinone core.

  DOI：

  10.1055/s-0032-1317491
• 作为产物：
  描述：

  1,3,5-三溴苯 在 正丁基锂 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 生成 3-bromo-5-((p-methoxybenzyl)oxy)benzaldehyde
  参考文献：
  名称：

  Toward a Total Synthesis of Divergolide A; Synthesis of the Amido Hydro- quinone Core and the C10–C15 Fragment

  摘要：

  A ring-closing metathesis (RCM) approach was envisioned for installing the E double bond at the C9 and C10 positions of divergolide A, isolated from a mangrove endophyte. Accordingly, the C10-C15 diene diol fragment and the amido hydroquinone core with the requisite functionalities and stereochemistry have been synthesized by using the norephedrine-based syn-selective glycolate aldol and the anti-selective aldol reactions, respectively. CuI-catalyzed amidation was employed to access the anilide intermediate, which was further transformed into the amido hydroquinone core.

  DOI：

  10.1055/s-0032-1317491

文献信息

• Non-nucleoside reverse transcriptase inhibitors
  申请人：Sweeney Zachary Kevin

  公开号：US20080249151A1

  公开（公告）日：2008-10-09

  Compounds of formula I, wherein R 1 , R 2 , R 3 , R 4 , R 5 , X, Y, and Ar are as defined herein or pharmaceutically acceptable salts thereof, inhibit HIV-1 reverse transcriptase and afford a method for prevention and treatment of HIV-1 infections and the treatment of AIDS and/or ARC. The present invention also relates to compositions containing compounds of formula I useful for the prevention and treatment of HIV-1 infections and the treatment of AIDS and/or ARC.

  式I的化合物，其中R1、R2、R3、R4、R5、X、Y和Ar如本文所定义或其药学上可接受的盐，抑制HIV-1逆转录酶，并提供一种预防和治疗HIV-1感染以及治疗艾滋病和/或ARC的方法。本发明还涉及含有式I化合物的组合物，用于预防和治疗HIV-1感染以及治疗艾滋病和/或ARC。
• A model study on installation of (Z)-γ-methylglutaconic acid onto the 3-aminophenol core of divergolide A
  作者：Guanglian Zhao、Jinlong Wu、Wei-Min Dai

  DOI：10.1016/j.tet.2015.05.052

  日期：2015.7

  hydroquinone core, which is biosynthetically transformed from an aromatic starter unit, 3-amino-5-hydroxybenzoic acid (AHBA). The macrocyclic ring of divergolide A and F is assembled by linking the amido hydroquinone unit with the polyketide backbone through (Z)-γ-methylglutaconic acid as the tether while (E)-γ-methylglutaconic acid is found in divergolide E, G, and H. A model study has been conducted for installation

  Divergolide A及其四个同类物divergolide E–H具有酰胺取代的对苯二酚核心，该核心是由芳族起始剂3-氨基-5-羟基苯甲酸（AHBA）进行生物合成的。曲高屈内酯A和F的大环是通过（Z）-γ-甲基戊二酸作为束缚链将酰胺基对苯二酚单元与聚酮化合物骨架连接而组装而成的，而在曲高屈内酯E，G和C中发现了（E）-γ-甲基戊二酸。 H.已经进行了模型研究，通过两种方法将（Z）-γ-甲基戊二酸安装在曲高立德A的3-氨基苯酚核心上：（a）CuI–MeNHCH 2 CH 2 NHMe催化的甲基化酰胺化（Z）-4-氨基甲酰基-2-甲基丁-2-烯酸酯与芳基溴化物；（b）（Z）-γ-甲基谷氨酸酐与苯胺衍生物的区域选择性氨解。观察到在CuI催化条件下（Z）-构型的异构化主要产生（E）-产物，而仅在氨解条件下获得（Z）-产物。这些结果可能对水曲柳内酯A和E–H的全合成有用。
• Process for preparing triazolones
  申请人：Arzeno Humberto Bartolome

  公开号：US20090012304A1

  公开（公告）日：2009-01-08

  The present process provides a improved method for the preparation of alkylsulfanyl substituted triazoles 2 which are useful intermediates in a new process for the preparation of triazolones 20.

  本方法提供了一种改进的方法，用于制备烷基磺酰基取代的三唑2，这些化合物是制备三唑酮20的新工艺中有用的中间体。
• WO2008/145563
  申请人：——

  公开号：——

  公开（公告）日：——
• PROCESS FOR PREPARING TRIAZOLONES
  申请人：F. Hoffmann-La Roche AG

  公开号：EP2164835A2

  公开（公告）日：2010-03-24