2-bromo-3,4,5-trimethoxybenzyl chloride | 848694-16-6

• 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: 2-bromo-3,4,5-trimethoxybenzyl chloride
• 英文别名: 2-Bromo-1-(chloromethyl)-3,4,5-trimethoxybenzene
• CAS: 848694-16-6
• 化学式: C₁₀H₁₂BrClO₃
• 分子量: 295.56
• InChiKey: HNEAWTLAJHJLIK-UHFFFAOYSA-N

物化性质

• 沸点：
  336.3±37.0 °C(Predicted)
• 密度：
  1.439±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  sodium cyanide 、 2-bromo-3,4,5-trimethoxybenzyl chloride 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 以96%的产率得到(2-bromo-3,4,5-trimethoxyphenyl)acetonitrile
  参考文献：
  名称：

  A Novel Anionic Domino Process for the Synthesis of o-Cyanoaryl-Methylthio/Alkyl/Aryl/Heteroaryl Acetylenes

  摘要：

  A novel unexpected anionic domino process involving n-BuLi-induced rearrangement of 3,3-bis(methylthio) or 3-methylthio-3-aryl/heteroaryl/alkyl-o-bromoarylacrylonitriles to o-cyanoarylacetylenes in synthetically useful yields has been reported. The scope and generality of the reaction has been examined, and a possible mechanism has been proposed.

  DOI：

  10.1021/ol800029c
• 作为产物：
  描述：

  (2-bromo-3,4,5-trimethoxyphenyl)methanol 在 吡啶 、 氯化亚砜 作用下， 以 氯仿 为溶剂， 以77%的产率得到2-bromo-3,4,5-trimethoxybenzyl chloride
  参考文献：
  名称：

  A Novel Anionic Domino Process for the Synthesis of o-Cyanoaryl-Methylthio/Alkyl/Aryl/Heteroaryl Acetylenes

  摘要：

  A novel unexpected anionic domino process involving n-BuLi-induced rearrangement of 3,3-bis(methylthio) or 3-methylthio-3-aryl/heteroaryl/alkyl-o-bromoarylacrylonitriles to o-cyanoarylacetylenes in synthetically useful yields has been reported. The scope and generality of the reaction has been examined, and a possible mechanism has been proposed.

  DOI：

  10.1021/ol800029c

文献信息

• Nickel-Catalyzed Chemo- and Regioselective Benzylarylation of Unactivated Alkenes with <i>o</i>-Bromobenzyl Chlorides
  作者：Hailong Wang、Haichao Huang、Chao Gong、Yong Diao、Jianmei Chen、Si-Hai Wu、Lianhui Wang

  DOI：10.1021/acs.orglett.1c03991

  日期：2022.1.14

  Chemo- and regioselectively nickel-catalyzed reductive benzylarylation of unactivated alkenes with o-bromobenzyl chlorides is disclosed herein, in which electrophiles participate through a single-component double-site approach. Moreover, its utility is underscored by the concise synthesis of bioactive Indane compounds and postreaction functionalizations leading to structurally diverse scaffolds. Preliminary

  本文公开了化学和区域选择性镍催化的未活化烯烃与邻溴苄基氯的还原苄基化反应，其中亲电试剂通过单组分双位点方法参与。此外，生物活性茚满化合物的简明合成和导致结构多样化的支架的反应后功能化强调了它的实用性。初步的机理研究表明存在自由基链式反应机制。
• Pyrrolopyrimidines and related analogs as HSP90-inhibitors
  申请人：Kasibhatla R. Srinivas

  公开号：US20050107343A1

  公开（公告）日：2005-05-19

  Pyrrolopyrimidines and related analogs are described and demonstrated to have utility as Heat Shock Protein 90 (HSP90) inhibiting agents used in the treatment and prevention of various HSP90 mediated disorders, e.g., proliferative disorders. Methods of synthesis and use of such compounds are also described and claimed.

  本文描述了吡咯并嘧啶及其相关类似物作为热休克蛋白90（HSP90）抑制剂在治疗和预防各种HSP90介导的疾病，例如增生性疾病方面的用途。同时还描述和声明了这些化合物的合成和使用方法。
• Pyrrolopyrimidines and Related Analogs as HSP90-Inhibitors
  申请人：Kasibhatla R. Srinivas

  公开号：US20070173483A1

  公开（公告）日：2007-07-26

  Pyrrolopyrimidines and related analogs are described and demonstrated to have utility as Heat Shock Protein 90 (HSP90) inhibiting agents used in the treatment and prevention of various HSP90 mediated disorders, e.g., proliferative disorders. Methods of synthesis and use of such compounds are also described and claimed.

  本文描述并证明吡咯并嘧啶及相关类似物作为热休克蛋白90（HSP90）抑制剂在治疗和预防各种HSP90介导的疾病中具有效用，例如增殖性疾病。本文还描述和声明了这些化合物的合成和使用方法。
• Deazapurine derivatives as HSP90-Inhibitors
  申请人：Conforma Therapeutics Corporation

  公开号：EP2145888A1

  公开（公告）日：2010-01-20

  Heterobicyclic compounds of formula I are described and demonstrated to have utility as Heat Shock Protein 90 (HSP90) inhibiting agent. Method of synthesis and use of such compounds are also described.

  描述并证明了式 I 的杂双环化合物作为热休克蛋白 90（HSP90）抑制剂的实用性。还描述了合成和使用此类化合物的方法。
• NOVEL HETEROCYCLIC COMPOUNDS AS HSP90-INHIBITORS
  申请人：Conforma Therapeutic Corporation

  公开号：EP1670802A2

  公开（公告）日：2006-06-21