3-(bromomethyl)benzyl acetate | 204716-94-9

• 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: 3-(bromomethyl)benzyl acetate
• 英文别名: [3-(Bromomethyl)phenyl]methyl acetate
• CAS: 204716-94-9
• 化学式: C₁₀H₁₁BrO₂
• 分子量: 243.1
• InChiKey: OGVAJVSKPQCLDE-UHFFFAOYSA-N

物化性质

• 沸点：
  286.0±20.0 °C(Predicted)
• 密度：
  1.415±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-(bromomethyl)benzyl acetate 在 sodium methylate 作用下， 以 甲醇 、 甲苯 为溶剂， 反应 34.0h， 生成 bis(triethylammonium) 3-(hydroxymethyl)benzylphosphonate
  参考文献：
  名称：

  Design and synthesis of aryl/hetarylmethyl phosphonate-UMP derivatives as potential glucosyltransferase inhibitors

  摘要：

  A novel class of glucosyltransferase inhibitors has been designed and synthesised. The designed inhibitors 1-4 provide conformational mimicry of the transition-state in glucosyltransfer reactions. The key synthetic steps involve a Michaelis-Arbuzov reaction followed by coupling with uridine-5'-morpholidophosphate as activated UMP derivative. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)00974-1
• 作为产物：
  描述：

  3-甲基苯甲基乙酸酯 在 N-溴代丁二酰亚胺(NBS) 、 过氧化苯甲酰 作用下， 以 四氯化碳 为溶剂， 反应 4.0h， 以42%的产率得到3-(bromomethyl)benzyl acetate
  参考文献：
  名称：

  Synthesis and in vitro evaluation of substituted aryl- and hetarylmethyl phosphonate and phosphate — UMP derivatives as potential glucosyltransferase inhibitors

  摘要：

  酶β（1 [Formula: see text] 4）-葡萄糖基转移酶（BGT）催化从尿苷二磷酸葡萄糖（UDP-Glc）向双链DNA中的5-羟甲基胞嘧啶（5-HMC）碱基转移葡萄糖。通过基于结构的设计和合成，开发了潜在的BGT抑制剂。设计的抑制剂1-6提供了葡萄糖转移反应中过渡态的构象模拟。关键的合成步骤包括Michaelis-Arbuzov反应，然后与尿嘧啶-5'-morpholidophosphate耦合作为活化UMP衍生物。测试了这些化合物对BGT的体外抑制活性，并检查了抑制动力学。其中三种设计的分子被发现是BGT的潜在抑制剂，其IC₅₀值在微摩尔（µM）范围内。建立了有用的结构-活性关系，为设计未来的BGT抑制剂提供了指导。关键词：β-葡萄糖基转移酶，过渡态，酶抑制剂，基于结构的设计，合成。

  DOI：

  10.1139/v02-119

文献信息

• Quantitative Evaluation of the Chloride Template Effect in the Formation of Dicationic [1₄]Imidazoliophanes
  作者：Susana Ramos、Ermitas Alcalde、Giancarlo Doddi、Paolo Mencarelli、Lluïsa Pérez-García

  DOI：10.1021/jo0262311

  日期：2002.11.1

  The formation of macrocycles containing two imidazolium rings such as 1.2X and 2.2X is anion-directed through hydrogen bonding. The template effect exerted by the chloride anion in the ring-closure reaction of the monocationic model intermediate 9+ to yield the [1(4)]imidazoliophane 2(2+) has been evaluated. This effect was quantified following the kinetics of the macrocyclization by using a UV-vis

  包含两个咪唑环（例如1.2X和2.2X）的大环的形成是通过氢键进行阴离子导向的。评估了氯阴离子在单阳离子模型中间体9+的闭环反应中产生[1（4）]咪唑并烷2（2+）的模板作用。通过使用UV-vis技术，根据大环化的动力学来定量该作用。在Bu4NCl 0.04 M的存在下，单阳离子9+的闭环速率提高了10倍。这一发现证实，模板作用在大环化中有效，导致了偶合的[1（4）]咪唑并噻吩。
• Heterobivalent Library Expansion by “Living Radical” Processes:  Thiocarbonyl Addition/Elimination, and Nitroxide-Based Reactions with Fluorous Deconvolution
  作者：David Crich、Daniel Grant、Albert A. Bowers

  DOI：10.1021/ja0756321

  日期：2007.10.1

  Degenerate radical addition fragmentation and nitroxide fragmentation reactions are applied to the expansion of heterobivalent libraries without contamination from homobivalent species. Deconvolution by means of a fluorous tagging process is described.
• Methods and Compositions for Detection of Biological Materials Using Microfluidic Devices
  申请人：Corcoran Robert C.

  公开号：US20110177530A1

  公开（公告）日：2011-07-21

  Provided herein are microfluidic devices and methods useful for sensitive detection of analytes. The methods and devices described herein are also useful for detecting direct or indirect binding of enzymes or catalysts to a surface, for example a surface having analytes bound thereon. Methods disclosed herein include embodiments utilizing a pre-concentration scheme to improve signal levels of corresponding reporter moieties.
• US6153641A
  申请人：——

  公开号：US6153641A

  公开（公告）日：2000-11-28
• US8507208B2
  申请人：——

  公开号：US8507208B2

  公开（公告）日：2013-08-13