1,4-benzyloxy-bis(4-benzaldehyde) | 64621-41-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1,4-benzyloxy-bis(4-benzaldehyde)
• 英文别名: phenylene-1,4-bis[methylene(4-oxybenzaldehyde)]；4,4'-((1,4-phenylenebis(methylene))bis(oxy))dibenzaldehyde；4,4'-((1,4-phenylenebis(methylene))di(oxy))dibenzaldehyde；4-({4-[(4-formylphenoxy)methyl]benzyl}oxy)benzaldehyde；4,4′-[1,4-phenylenebis(methyleneoxy)]bisbenzaldehyde；4-[[4-[(4-formylphenoxy)methyl]phenyl]methoxy]benzaldehyde
• CAS: 64621-41-6
• 化学式: C₂₂H₁₈O₄
• 分子量: 346.383
• InChiKey: LPXCLJGTWLHLDD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  26
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,4-benzyloxy-bis(4-benzaldehyde) 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 6.0h， 以85%的产率得到[1,4-phenylene-bis(methyleneoxy-4,1-phenylene)]dimethanol
  参考文献：
  名称：

  Dioxastilbenophanes—synthesis and charge transfer complexation studies

  摘要：

  Intramolecular McMurry coupling of dialdehydes derived from xylenyl dibromide and 4-hydroxy benzaldehyde afforded cis-stilbenophanes along with cyclophane diols. Stilbenophanes with a large cavity were also synthesized. Charge transfer complexations of the stilbenophanes with TCNE, TCNQ and PQT were studied. Some stilbenophanes form a relatively stronger complex with PQT rather than with TCNE and TCNQ. (C) 2004 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2004.01.008
• 作为产物：
  描述：

  1,4-二(溴甲基)苯 、 对羟基苯甲醛 在 sodium ethanolate 作用下， 以 乙醇 为溶剂， 生成 1,4-benzyloxy-bis(4-benzaldehyde)
  参考文献：
  名称：

  通过醚键连接脂族或芳族核的新型双（吡啶并[2,1-a]异喹啉）的合成

  摘要：

  通过2-（6,7-二甲氧基-3,4-二氢异喹啉-1-基）乙腈与相应的多组分反应合成新型双（吡啶并[2,1 - a ]异喹啉-1,3-二腈）据报道在碱性催化剂存在下双（醛）和丙二腈。

  DOI：

  10.1002/jhet.3565

文献信息

• 2-Bromo-1-(1<i>H</i>-pyrazol-4-yl)ethanone: Versatile Precursor for Novel Mono- and Bis[pyrazolylthiazoles]
  作者：Mostafa E. Salem、Ahmed F. Darweesh、Ahmed E. M. Mekky、Ahmad M. Farag、Ahmed H. M. Elwahy

  DOI：10.1002/jhet.2571

  日期：2017.1

  The synthesis of novel bis(thiazoles) 20a, 20b, 20c and 23a, 23b, 23c is reported. Thus, reaction of 2‐bromo‐1‐(5‐methyl‐1‐phenyl‐1H‐pyrazol‐4‐yl)ethanone (6) with the corresponding thioamide derivatives 7a,7b, in refluxing EtOH in the presence of triethylamine, afforded 4‐pyrazolylthiazoles 8a, 8b in good yields. On the other hand, the novel bis(thiazoles) 20a, 20b, 20c and 23a, 23b, 23c were obtained

  报道了新型双（噻唑）20a，20b，20c和23a，23b，23c的合成。因此，在三乙胺存在下，在回流的EtOH中，2-溴-1-（5-甲基-1-苯基-1 H-吡唑-4-基）乙酮（6）与相应的硫酰胺衍生物7a，7b反应，得到了4-吡唑基噻唑8a和8b，收率很高。另一方面，新型双（噻唑）20a，20b，20c和23a，23b，23c由6与相应的苯甲醛硫代半金属咔唑19a，19b，19c，22a，22b，22c在回流的EtOH中的反应获得。通过将相应的双（醛）18a，18b，18c和21a，21b，21c与硫代氨基脲缩合获得化合物19a，19b，19c和22a，22b，22c。
• A green, efficient and recyclable Fe+3@K10 catalyst for the synthesis of bioactive pyrazolo[3,4-b]pyridin-6(7H)-ones under "on water" conditions
  作者：Manouchehr Mamaghani、Farhad Shirini、Nosrat O. Mahmoodi、Abbas Azimi-Roshan、Hussein Hashemlou

  DOI：10.1016/j.molstruc.2013.07.060

  日期：2013.11

  Abstract An efficient regioselective one-pot three-component synthesis of 4-aryl-3-methyl-4,5-dihydro-1 H -pyrazolo[3,4-b]pyridin-6(7 H )-ones and their bis-derivatives ( Table 3 and Fig. 2 ) catalyzed by Fe +3 -K10 montmorillonite (Fe +3 @K10) under the Sharpless conditions (“On water” contdiions) is described. This rapid method produced the products in short reaction times (10–15 min) and excellent

  摘要 4-芳基-3-甲基-4,5-二氢-1 H-吡唑并[3,4-b]吡啶-6(7 H )-酮及其双-酮的高效区域选择性一锅三组分合成描述了在 Sharpless 条件（“水上”条件）下由 Fe +3 -K10 蒙脱石（Fe +3 @K10）催化的衍生物（表 3 和图 2）。这种快速方法可以在很短的反应时间（10-15 分钟）和极好的收率（87-95%）内生成产物。检查合成产物的抗菌活性。一些产品显示出有希望的活性。
• Y-shaped bis-arylethenesulfonic acid esters: Potential potent and membrane permeable protein tyrosine phosphatase 1B inhibitors
  作者：Fengzhi Yang、Fangzhou Xie、Ying Zhang、Yu Xia、Wenlu Liu、Faqin Jiang、Celine Lam、Yixue Qiao、Dongsheng Xie、Jianqi Li、Lei Fu

  DOI：10.1016/j.bmcl.2017.03.060

  日期：2017.5

  particularly Y-shaped bis-arylethenesulfonic acid ester derivatives, exhibited high PTP1B inhibitory activity, moderate selectivity, and great potential in penetrating cellular membranes (compound 7p, CLogP=9.73, Papp=9.6×10-6cm/s; IC50=140, 1290 and 920nM on PTP1B, TCPTP and SHP2, respectively). Docking simulations suggested that these Y-shaped inhibitors might interact with multiple secondary binding

  已知的具有双阴离子部分的PTP1B抑制剂表现出有效的抑制活性，良好的选择性，但是它们不能穿透细胞膜。基于我们发现的抑制PTP1B的新药效基团和PTP1B结合口袋的结构特征，设计并合成了一系列双芳基磺酸酯衍生物。这些新颖的分子，特别是Y形的双芳基磺酸磺酸酯衍生物，显示出高的PTP1B抑制活性，适度的选择性和穿透细胞膜的巨大潜力（化合物7p，CLogP = 9.73，Papp = 9.6×10-6cm / s； IC50分别在PTP1B，TCPTP和SHP2上分别为140、1290和920nM）。
• Synthesis and antimicrobial studies of new N,N′-[5,5′-{2,2′-(bis-alkoxy) bis(2,1-phenylene)]bis(4-acetyl-4,5-dihydro-1,3,4-thiadiazole-5, 2-diyl)]diacetamide
  作者：MOHAMAD YUSUF、INDU SOLANKI、PAYAL JAIN

  DOI：10.1007/s12039-012-0247-z

  日期：2012.5

  The bisthiadiazolines 4a(a ′ -f ′ ) and 4b(a ′ -f ′ ) built around the various rigid chains have been synthesized in good yields by refluxing bisthiosemicarbazones 3a(a ′ -f ′ ) and 3b(a ′ -f ′ ) in acetic anhydride medium. The reaction of bisaldehydes 2a(a ′ -f ′ ) and 2b(a ′ -f ′ ) with thiosemicarbazide under alcoholic medium yielded 3a(a ′ -f ′ ) and 3b(a ′ -f ′ ) and the former were obtained from the reaction of 2/4-hydroxybenzaldehyde with suitable alkylating agent in the presence of anhydrous K2CO3/dry acetone and Bu4N + I −  (PTC). The intermediates and final compounds have been characterized from the rigorous analysis of their IR, 1H-NMR, 13C-NMR, ESI-Mass and elemental analysis. The antibacterial and antifungal activities of the prepared compounds were also evaluated against the Klubsellia pneumoniae, Pseudomonas aeruginosa, Escherichia coli, Staphylococcus aureus, Bacillius subtilis and Aspergillius janus and Pencillium glabrum strains, respectively. The formation and antimicrobial behaviour of the bisthiadiazolines 4a(a ′ -f ′ ) and 4b(a ′ -f ′ ) are found to be independent of nature of the internal spacer unit.

  围绕各种刚性链构建的双硫二氮杂卓4a(a'-f')和4b(a'-f')已通过在醋酐介质中回流双硫半卡巴脒3a(a'-f')和3b(a'-f')以良好产率合成。在醇性介质中双醛2a(a'-f')和2b(a'-f')与硫半卡巴脒反应得到3a(a'-f')和3b(a'-f')，前者由2/4-羟基苯甲醛与适当烷基化剂在无水K2CO3/干燥丙酮和Bu4N+I-(PTC)存在下反应得到。中间体和最终化合物已通过对其IR、1H-NMR、13C-NMR、ESI-质谱和元素分析的严格分析进行表征。还评估了所制备化合物对肺炎克雷伯菌、铜绿假单胞菌、大肠杆菌、金黄色葡萄球菌、枯草芽孢杆菌、Janus曲霉和光滑青霉菌株的抗菌和抗真菌活性。发现双硫二氮杂卓4a(a'-f')和4b(a'-f')的形成和抗菌行为与内部间隔单元的性质无关。
• Photochromic behavior of several new synthesized bis-1,3-diazabicyclo[3.1.0]hex-3-enes
  作者：H. Kiyani、N. O. Mahmoodi、K. Tabatabaeian、M. Zanjanchi

  DOI：10.1002/poc.1550

  日期：2009.5

  Photochromic compounds (1–6) are synthesized and characterized and the results of their spectra are presented. The structure–photochromic behavior relationship (SPBR) of the synthesized compounds has been analyzed. Copyright © 2009 John Wiley & Sons, Ltd.

  合成并表征了光致变色化合物（1-6），并给出了其光谱结果。分析了合成化合物的结构-光致变色行为关系（SPBR）。版权所有©2009 John Wiley＆Sons，Ltd.