1-(溴甲基)-2-氯-4,5-二甲氧基苯 | 133230-10-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1-(溴甲基)-2-氯-4,5-二甲氧基苯
• 英文名称: 2-chloro-4,5-dimethoxybenzyl bromide
• 英文别名: 1-(bromomethyl)-2-chloro-4,5-dimethoxybenzene
• CAS: 133230-10-1
• 化学式: C₉H₁₀BrClO₂
• 分子量: 265.534
• InChiKey: ARKHLKHORHLJGX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 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：

  1-(溴甲基)-2-氯-4,5-二甲氧基苯 在 sodium tetrahydroborate 、 双(三甲基硅烷基)氨基钾 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 15.91h， 生成 1-(2-chloro-4,5-dimethoxybenzyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline
  参考文献：
  名称：

  亚胺离子中的 1,3-苄基迁移：快速自由基链反应的证据

  摘要：

  在衍生自 1-苄基-1,2,3,4-四氢异喹啉的亚胺盐中观察到的“环外”1,3-苄基位移与“环内”Knabe 重排有关。交叉实验、同位素标记、引发剂和抑制剂的研究以及气相模型结构的 DFT 计算为动力学熵控制下的自由基途径提供了证据，该途径不受“慢”自由基陷阱的影响。

  DOI：

  10.1002/ejoc.201101183
• 作为产物：
  描述：

  2-氯-3,4-二甲氧基苯甲醛 在 sodium tetrahydroborate 、 三溴化磷 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 1-(溴甲基)-2-氯-4,5-二甲氧基苯
  参考文献：
  名称：

  Synthesis and in vitro antibacterial activity of gemifloxacin derivatives containing a substituted benzyloxime moiety

  摘要：

  A series of novel gemifloxacin (GMFX) derivatives containing a substituted benzyloxime moiety with remarkable improvement in lipophilicity were synthesized. The target compounds evaluated for their in vitro antibacterial activity against representative strains. Our results reveal that most of the target compounds have considerable potency against all of the tested Gram-positive strains including MRSA and MRSE (MIC: <0.008-8 mu g/mL), although they are generally less active than the references against the Gram-negative strains. In particular, compound 111 (MIC: <0.008-4 mu g/mL) was found to be 8-2048 and 2-128 times more potent than levofloxacin (LVFX) and GMFX against the Gram-positive strains, respectively. Moreover, against MRSA clinical isolates, 111 (MIC90: 1 mu g/mL) is 8-fold more active than GMFX, and 2-fold more active than GMFX and moxifloxacin against MRSE clinical isolates (MIC90: 4 mu g/mL). Crown Copyright (C) 2012 Published by Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.07.010

文献信息

• (-)-Cryptaustoline: its synthesis, revision of absolute stereochemistry, and mechanism of inversion of stereochemistry
  作者：A. I. Meyers、Thais M. Sielecki、Debbie C. Crans、Robert W. Marshman、Thanh H. Nguyen

  DOI：10.1021/ja00048a020

  日期：1992.10

  The asymmetric synthesis of (S)-(+)-cryptaustoline was accomplished and found to differ in sign of rotation with the natural «S»-(-)-material. The previously assigned absolute configuration was found to be incorrect and is now corrected. The reversal in stereochemistry came about through an unusual manner involving (S)-(+)-laudanosoline (3) cyclizing to (R)-(-)-cryptaustoline ((-)-1c). The mechanism

  完成了 (S)-(+)-cryptaustoline 的不对称合成，发现其旋转符号与天然 «S»-(-)-材料不同。发现先前分配的绝对配置不正确，现在已更正。立体化学的逆转是通过一种不寻常的方式实现的，包括 (S)-(+)-laudanosoline (3) 环化为 (R)-(-)-cryptaustoline ((-)-1c)。通过氧化一系列月桂醇油碱的氘代衍生物来探索该机制，所有这些衍生物都在所得的隐孢子碱中保留了氘
• Recent progress using chiral formamidines in asymmetric syntheses
  作者：A.I. Meyers

  DOI：10.1016/s0040-4020(01)88523-9

  日期：1992.3

  The ability to generate a carbanion next to nitrogen in a chiral environment has led to a number of useful asymmetric routes to alkaloids and related substances. Mechanistic studies have been conducted to understand the nature of these alkylations.

  在手性环境中，在氮旁边生成碳负离子的能力导致了许多有用的不对称途径生成生物碱和相关物质。已经进行了机理研究以了解这些烷基化的性质。
• 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。
• 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。