5-(bromomethyl)-1,3-dimethoxy-2-methylbenzene | 35047-51-9

• 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: 5-(bromomethyl)-1,3-dimethoxy-2-methylbenzene
• 英文别名: 3,5-dimethoxy-4-methylphenylmethyl bromide；5-bromomethyl-1,3-dimethoxy-2-methyl-benzene；3,5-Dimethoxy-4-methylbenzylbromid；Benzene, 5-(bromomethyl)-1,3-dimethoxy-2-methyl-
• CAS: 35047-51-9
• 化学式: C₁₀H₁₃BrO₂
• 分子量: 245.116
• InChiKey: CYVUSDVVLUCOTQ-UHFFFAOYSA-N

物化性质

• 沸点：
  297.5±35.0 °C(Predicted)
• 密度：
  1.337±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-(bromomethyl)-1,3-dimethoxy-2-methylbenzene 在 sodium tetrahydroborate 、 copper(l) iodide 、 mercury(II) diacetate 作用下， 反应 3.33h， 生成 1-[3,5-dimethoxy-4-methylphenyl]-propan-2-ol
  参考文献：
  名称：

  Syntheses of 3,7-Dimethyl-8-hydroxy-6-methoxyisochroman, the 3,7-Dimethyl-6-hydroxy-8-methoxy Isomer, and Their Ester and Ether Derivatives:  Plant Growth Regulatory Activity

  摘要：

  A systematic investigation of ester and ether derivatives of 3,7-dimethyl-8-hydroxy-6-methoxyisochroman and 3,7-dimethyl-6-hydroxy-8-methoxyisochroman has established that all of the derivatives synthesized exhibited activity in the wheat coleoptile assay, with several of the compounds being more active than the parent systems.

  DOI：

  10.1021/jf960618l
• 作为产物：
  描述：

  3,5-dimethoxy-4-methylbenzyl alcohol 在 三溴化磷 作用下， 以 乙醚 为溶剂， 反应 2.0h， 以95%的产率得到5-(bromomethyl)-1,3-dimethoxy-2-methylbenzene
  参考文献：
  名称：

  Syntheses of 3,7-Dimethyl-8-hydroxy-6-methoxyisochroman, the 3,7-Dimethyl-6-hydroxy-8-methoxy Isomer, and Their Ester and Ether Derivatives:  Plant Growth Regulatory Activity

  摘要：

  A systematic investigation of ester and ether derivatives of 3,7-dimethyl-8-hydroxy-6-methoxyisochroman and 3,7-dimethyl-6-hydroxy-8-methoxyisochroman has established that all of the derivatives synthesized exhibited activity in the wheat coleoptile assay, with several of the compounds being more active than the parent systems.

  DOI：

  10.1021/jf960618l

文献信息

• Total Synthesis of the Antibiotic Kendomycin: A Macrocyclization Using the Tsuji-Trost Etherification
  作者：Tetsuya Sengoku、Shu Xu、Kenji Ogura、Yoshinori Emori、Kenji Kitada、Daisuke Uemura、Hirokazu Arimoto

  DOI：10.1002/anie.201400305

  日期：2014.4.14

  total synthesis of kendomycin [(−)‐TAN2162], an ansa‐macrocyclic antibiotic, is reported. The key of the strategy is an unprecedented Tsuji–Trost macrocyclic etherification, followed by a transannular Claisen rearrangement to construct the 18‐membered carbocyclic framework. The oxa‐six‐ and five‐membered rings were also stereoselectively constructed respectively by a cascade oxidative cyclization at an

  报道了一种高度立体控制的，聚合的全合成霉素[（-）-TAN2162]，一种ansa-大环抗生素。该策略的关键是史无前例的Tsuji-Trost大环醚化，然后进行跨环的Claisen重排，以构建18元碳环框架。氧杂六元和五元环也分别通过在未官能化的苄基位置上的级联氧化环化和使用一锅环氧化/ 5-外-tet-环氧开环而立体选择性地构建。
• Synthesis of isochromans and their derivatives
  申请人：The United States od America as Represented by the Secretary of

  公开号：US05922889A1

  公开（公告）日：1999-07-13

  Isochromans and their derivatives have been chemically synthesized. These compounds possess significant phytotoxic activity which may be used as a biodegradable contact herbicide. The synthetic method allows for economic production of these herbicides.

  异色满和它们的衍生物已经被化学合成。这些化合物具有显著的植物毒性活性，可用作可生物降解的接触除草剂。合成方法允许经济生产这些除草剂。
• Synthesis and Biological Evaluation of 3,5-Dimethoxystilbene Analogs
  作者：Jian-Quan Weng、Abbas Ali、Alden Estep、James Becnel、Susan L. F. Meyer、David E. Wedge、Melissa Jacob、Agnes M. Rimando

  DOI：10.1002/cbdv.201500516

  日期：2016.9

  nematode (Meloidogyne incognita) that hatched from eggs immersed in the test compounds for 7 days. However, there was little or no effect on J2 placed directly into these compounds, and none of the analogs suppressed M. incognita egg hatch. The compounds were tested for inhibition of some agriculturally important fungi; 6a, 7a, and 7e demonstrated strong inhibition of Colletotrichum species. Activity

  在我们不断努力发现基于天然产物的害虫防治剂的过程中，合成了 3,5-二甲氧基芪的衍生物，产生了 27 种新化合物和 6 种已知化合物。化合物 11 和 12 显示出强大的埃及伊蚊杀幼虫活性（LC50 分别为 45.31 和 49.93 μm）。此外，11 和 12 对 Ae 的农药敏感和拟除虫菊酯抗性菌株的幼虫表现出高效能。埃及; 对成年蚊子的活性很低。83.3 或 166.7 μg/ml 的化合物 6f、6g 和 6i 降低了根结线虫 (Meloidogyne incognita) 的第二阶段幼虫 (J2) 的活动性，该幼虫从浸入测试化合物中 7 天的卵孵化。然而，对直接放入这些化合物中的 J2 几乎没有或没有影响，并且没有一种类似物能抑制 M. incognita 卵孵化。测试了这些化合物对一些农业重要真菌的抑制作用；图 6a、7a 和 7e 显示出对炭疽菌物种的强烈抑制。还研究了芪对某些人类病原体的活性；11、12
• 2-Aminopurine analogs having HSP90-inhibiting activity
  申请人：Kasibhatla Rao Srinivas

  公开号：US20050113340A1

  公开（公告）日：2005-05-26

  2-Aminopurine analogs are described and demonstrated or predicted to have utility as Heat Shock Protein 90 (HSP90) inhibiting agents in the treatment and prevention of various HSP90 mediated disorders, e.g., proliferative disorders. Method of synthesis and use of such compounds are also described and claimed.

  本文描述了2-氨基嘌呤类似物，并展示或预测其作为热休克蛋白90（HSP90）抑制剂，在治疗和预防各种HSP90介导的疾病，例如增殖性疾病方面具有实用性。还描述和声明了这些化合物的合成方法和使用方法。
• 2-Aminopurine Analogs Having HSP90-Inhibiting Activity
  申请人：Kasibhatla Rao Srinivas

  公开号：US20070185064A1

  公开（公告）日：2007-08-09

  2-Aminopurine analogs are described and demonstrated or predicted to have utility as Heat Shock Protein 90 (HSP90) inhibiting agents in the treatment and prevention of various HSP90 mediated disorders, e.g., proliferative disorders. Method of synthesis and use of such compounds are also described and claimed.

  本文描述了2-氨基嘌呤类似物，并证明或预测其在治疗和预防各种HSP90介导的疾病（如增生性疾病）中作为HSP90抑制剂具有实用价值。还描述和声称了这种化合物的合成方法和使用方法。