5-bromo-2,4-bis(methoxymethoxy)benzaldehyde | 761424-39-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 5-bromo-2,4-bis(methoxymethoxy)benzaldehyde
• CAS: 761424-39-9
• 化学式: C₁₁H₁₃BrO₅
• 分子量: 305.125
• InChiKey: GJDODXVFYGBLRN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  17
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5-bromo-2,4-bis(methoxymethoxy)benzaldehyde 在 哌啶 、 盐酸 、 四(三苯基膦)钯 、 sodium carbonate 作用下， 以 乙醇 、 水 、 乙酸乙酯 、 甲苯 为溶剂， 反应 30.0h， 生成 CU-6PMN
  参考文献：
  名称：

  Competitive Binding Assay with an Umbelliferone-Based Fluorescent Rexinoid for Retinoid X Receptor Ligand Screening

  摘要：

  Ligands for retinoid X receptors (RXRs), "rexinoids", are attracting interest as candidates for therapy of type 2 diabetes and Alzheimer's and Parkinson's diseases. However, current screening methods for rexinoids are slow and require special apparatus or facilities. Here, we created 7-hydroxy-2-oxo-6-(3,5,5,8,8-pentamethyl-5,6,7,8-tetrahydronaphthalen-2-yl)-2H-chromene-3-carboxylic acid (10, CU-6PMN) as a new fluorescent RXR agonist and developed a screening system of rexinoids using 10. Compound 10 was designed based on the fact that umbelliferone emits strong fluorescence in a hydrophilic environment, but the fluorescence intensity decreases in hydrophobic environments such as the interior of proteins. The developed assay using 10 enabled screening of rexinoids to be performed easily within a few hours by monitoring changes of fluorescence intensity with widely available fluorescence microplate readers, without the need for processes such as filtration.

  DOI：

  10.1021/acs.jmedchem.9b00995
• 作为产物：
  描述：

  氯甲基甲基醚 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 0.5h， 生成 5-bromo-2,4-bis(methoxymethoxy)benzaldehyde
  参考文献：
  名称：

  C-GLYCOSIDE DERIVATIVES AND SALTS THEREOF

  摘要：

  公开号：

  EP1609785B1

文献信息

• Total Synthesis of Palodesangren B Trimethyl Ether and D Dimethyl Ether via a Late-Stage Formation of 2<i>H</i>-Pyran-2-one of the Tetrahydrobenzo[<i>c</i>]pyranochromenone Core
  作者：Kassrin Tangdenpaisal、Poramate Songthammawat、Kornkamon Akkarasereenon、Kanokpish Chuayboonsong、Somsak Ruchirawat、Poonsakdi Ploypradith

  DOI：10.1021/acs.joc.9b01596

  日期：2019.11.1

  steps from the tricyclic core, palodesangren B trimethyl ether and palodesangren D dimethyl ether could be synthesized in 29 and 18% overall yields, respectively. A reaction sequence comprising the regioselective MgCl2-mediated Casnati-Skattebøl ortho-formylation of phenol, Wittig methylenation, acryloylation, and Ru(II)-catalyzed ring-closing metathesis (RCM) led to the formation of the final 2H-pyran-2-one

  在三环核的四个步骤中，可以分别以29％和18％的总产率合成palodesangren B三甲基醚和palodesangren D二甲基醚。包含区域选择性MgCl2介导的Casnati-Skattebøl苯酚的甲酰化，Wittig甲基化，丙烯酰化和Ru（II）催化的闭环复分解（RCM）的反应序列导致最终2H-pyran-2-的形成所需四环核的一个环。
• C-glycoside derivatives and salts thereof
  申请人：Imamura Masakazu

  公开号：US20070161787A1

  公开（公告）日：2007-07-12

  The present invention provides C-glycoside derivatives and salts thereof, wherein B ring is bonded to A ring via —X— and A ring is directly bonded to the glucose residue, and it is usable as a Na + -glucose cotransporter inhibitor, especially for a therapeutic and/or preventive agent for diabetes such as insulin-dependent diabetes (type 1 diabetes) and insulin-independent diabetes (type 2 diabetes), as well as diabetes related diseases such as an insulin-resistant diseases and obesity.

  本发明提供了C-糖苷衍生物及其盐，其中B环通过—X—与A环连接，而A环直接与葡萄糖残基连接。该化合物可用作Na+-葡萄糖共转运体抑制剂，特别适用于治疗和/或预防糖尿病，如胰岛素依赖性糖尿病（1型糖尿病）和胰岛素非依赖性糖尿病（2型糖尿病），以及与糖尿病相关的疾病，如胰岛素抵抗性疾病和肥胖症。
• C-glycoside derivatives for the treatment of diabetes
  申请人：Astellas Pharma Inc.

  公开号：EP1980560B1

  公开（公告）日：2011-05-25
• US7202350B2
  申请人：——

  公开号：US7202350B2

  公开（公告）日：2007-04-10
• US7772407B2
  申请人：——

  公开号：US7772407B2

  公开（公告）日：2010-08-10