O-benzyl-3,5-di(formyl)phenol | 522609-24-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: O-benzyl-3,5-di(formyl)phenol
• 英文别名: 5-Phenylmethoxybenzene-1,3-dicarbaldehyde
• CAS: 522609-24-1
• 化学式: C₁₅H₁₂O₃
• 分子量: 240.258
• InChiKey: KNKBXWMQDJCFSQ-UHFFFAOYSA-N

物化性质

• 沸点：
  424.5±35.0 °C(Predicted)
• 密度：
  1.216±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  O-benzyl-3,5-di(formyl)phenol 在 palladium on activated charcoal 乙酸铵 、 sodium hydroxide 、 氢气 、 potassium carbonate 、 一水合肼 、 溶剂黄146 作用下， 以 四氢呋喃 、 乙醇 、 水 、 乙腈 为溶剂， 25.0 ℃ 、413.68 kPa 条件下， 反应 64.0h， 生成 O-(3-aminopropyl)-3,5-bis(2,2':6',2''-terpyridin-4'-yl)phenol
  参考文献：
  名称：

  Synthesis, X-ray Structure, and Self-Assembly of Functionalized Bis(2,2‘:6‘,2‘ ‘-terpyridinyl)arenes

  摘要：

  [GRAPHICS]meta-Bis(terpyridinyl)phenol has been synthesized from 0-benzyl-3,5-di(formyl)phenol in three steps. Its alkylation afforded a series of bisterpyridinylarenes, which can be self-assembled to afford the corresponding hexametallomacrocycles possessing Fe(II), Zn(II), or Ru(II) connectivity.

  DOI：

  10.1021/ol0364529
• 作为产物：
  描述：

  Diethyl 5-phenylmethoxybenzene-1,3-dicarboxylate 在 lithium aluminium tetrahydride 、 戴斯-马丁氧化剂 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 反应 15.0h， 生成 O-benzyl-3,5-di(formyl)phenol
  参考文献：
  名称：

  Convenient syntheses of fluorous phenols of the formula HOC6H5−n((CH2)3(CF2)7CF3)n (n=1, 2) and the corresponding triarylphosphites

  摘要：

  The aldehydic benzyl ethers PhCH2OC6H4CHO (2; a/b = para/meta series) are readily available from the corresponding phenols and react with Wittig reagents derived from LPh3PCH2CH2Rf8]I-+(-) (R-f8 = (CF2)(7)CF3) to give PhCH2OC6H4CH=CHCH2Rf8 (86-93%, Z major). Reactions with H-2 over Pd/C give the fluorous phenols HOC6H4(CH2)(3)R-f8 (4a,b; 87-91%). Condensations with PCl3 and NEt3 (3.0:1.0:3.3 mol ratio) give the fluorous phosphites P[OC6H4(CH2)(3)R-f8](3) (5a,b; 92-94%), but traces of 4a,b are difficult to remove. The phthalate-based benzyl ethers PhCH2OC6H3 (COOR)(2) (7; c/d = 3,5/3,4 -OC6H3-3,n-(R)(2) series) are easily accessed and reduced with LiAlH4 to the diols PhCH2OC6H3(CH2OH)(2) (8c,d; 89-90%). Diol 8c and the Dess-Martin periodinane react to give the dialdehyde PhCH2OC6H3(CHO)(2) (9C; 95%). This is elaborated by a sequence analogous to 2 --> 4 --> 5 to the fluorous phenol HOC6H3((CH2)(3)R-f8)(2) (11C; 97%/96%, two steps) and phosphite P[OC6H3((CH2)(3)R-f8)(2)](3) (12c, 92%), from which traces of 11c are difficult to remove. Diol 8d can be similarly elaborated to 11d, but the dialdehyde 9d is labile and the combined yield of the Dess-Martin[Wittig steps is 32%. The CF3C6F11/toluene partition coefficients of 11c,d, and 12c (two pony tails; 70:30, 72:28, 92:8) are much higher than those of 4a and b (one pony tail; 12:88, 14:86). (C) 2002 Elsevier Science B.V.. All rights reserved.

  DOI：

  10.1016/s0022-1139(02)00242-7

文献信息

• [EN] HEMATOPOIETIC GROWTH FACTOR MIMETIC SMALL MOLECULE COMPOUNDS AND THEIR USES<br/>[FR] COMPOSÉS À PETITES MOLÉCULES MIMÉTIQUES DES FACTEURS DE CROISSANCE HÉMATOPOÏÉTIQUE ET LEURS UTILISATIONS
  申请人：LIGAND PHARM INC

  公开号：WO2011046954A1

  公开（公告）日：2011-04-21

  The present embodiments relate to compounds with physiological effects, such as the activation of hematopoietic growth factor receptors. The present embodiments also relate to use of the compounds to treat a variety of conditions, diseases and ailments such as hematopoietic conditions and disorders.

  目前的实施例涉及具有生理效应的化合物，例如激活造血生长因子受体。目前的实施例还涉及利用这些化合物来治疗各种疾病、疾病和疾患，如造血状况和疾病。
• Self-assembly of a neutral luminescent Au12 cluster with D2 symmetry
  作者：Qing-Fu Sun、Terence Kwok-Ming Lee、Pei-Zhou Li、Liao-Yuan Yao、Jing-Jing Huang、Jing Huang、Shu-Yan Yu、Yi-Zhi Li、Eddie Chung-Chin Cheng、Vivian Wing-Wah Yam

  DOI：10.1039/b808646j

  日期：——

  The preparation and characterization of luminescent neutral Au12 shuttle-like complexes is reported which shows a cyclic framework consisting of twelve gold(I) ions arranged in a closed ring via non-covalent Au(I)⋯Au(I) interactions to give a chiral D2 symmetrical structure.

  报告中介绍了发光中性 Au12 梭状配合物的制备和表征，该配合物显示了一个由十二个金（I）离子组成的环状框架，通过非共价 Au（I）⋯Au（I）相互作用排列成一个闭环，从而形成了手性 D2 对称结构。
• METHODS FOR PRODUCING MATERIALS WITH PHOTO- AND ELECTROLUMINESCENCE PROPERTIES AND SYSTEMS USING SUCH MATERIALS
  申请人：Newkome George R.

  公开号：US20130029448A1

  公开（公告）日：2013-01-31

  The invention is directed to a method of preparing polymeric metallomacrocycles having measurable photo- and electroluminescence properties and devices using such materials. In an embodiment, an O-hexyl-3,5-bis(terpyridine)phenol ligand has been synthesized and transformed into a hexagonal Zn(II)-metallomacrocycle by a facile self-assembly procedure capitalizing on terpyridine-Zn(II)-terpyridine connectivity. The material is usable in an OLED device based on the photo- and electro-luminescence characteristics thereof.

  本发明涉及一种制备具有可测光电发光性能的聚合物金属大环化合物及使用这种材料的器件的方法。在一种实施例中，通过利用三吡啶基-Zn（II）-三吡啶基连接性，合成了O-己基-3,5-双（三吡啶基）苯酚配体，并通过简便的自组装过程将其转化为六角形Zn（II）-金属大环化合物。该材料可用于基于其光电发光特性的OLED器件。
• HEMATOPOIETIC GROWTH FACTOR MIMETIC SMALL MOLECULE COMPOUNDS AND THEIR USES
  申请人：Zhi Lin

  公开号：US20120295904A1

  公开（公告）日：2012-11-22

  The present embodiments relate to compounds with physiological effects, such as the activation of hematopoietic growth factor receptors. The present embodiments also relate to use of the compounds to treat a variety of conditions, diseases and ailments such as hematopoietic conditions and disorders.

  本实施例涉及具有生理效应的化合物，例如激活造血生长因子受体。本实施例还涉及使用这些化合物来治疗各种状况、疾病和疾病，例如造血系统状况和疾病。
• USE OF HEMATOPOIETIC GROWTH FACTOR MIMETICS
  申请人：Bissonnette Reid P.

  公开号：US20140243324A1

  公开（公告）日：2014-08-28

  The present invention relates to uses of small molecule mimetics of hematopoietic growth factors. In particular the present invention relates to uses of small molecule mimetics of erythropoietin.

  本发明涉及使用小分子模拟血液生成生长因子的用途。特别是本发明涉及使用小分子模拟红细胞生成素的用途。