2',3'-dimethoxyphenylacetyl chloride | 6831-56-7

• 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',3'-dimethoxyphenylacetyl chloride
• 英文别名: 2,3-Dimethoxybenzeneacetyl chloride；2-(2,3-dimethoxyphenyl)acetyl chloride
• CAS: 6831-56-7
• 化学式: C₁₀H₁₁ClO₃
• 分子量: 214.649
• InChiKey: HIKNVMOFDJGHBX-UHFFFAOYSA-N

物化性质

• 沸点：
  286.0±30.0 °C(Predicted)
• 密度：
  1.200±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  14
• 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：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2',3'-dimethoxyphenylacetyl chloride 在 五氯化磷 作用下， 反应 24.0h， 生成 3,4-二氢罂粟碱
  参考文献：
  名称：

  苄基异喹啉在大鼠平滑肌中诱导的钙进入的选择性抑制。

  摘要：

  为了确定使这些化合物具有非特异性作用（如罂粟碱）或抑制钙通过潜在操纵通道的活性的最低结构要求，研究了六个苄基异喹啉的松弛活性机制。所有生物碱均测试了全部或部分松弛的KCl去极化的大鼠子宫并抑制了催产素引起的节律性收缩。只有青霉素和月桂肌苷比催产素诱导的子宫收缩更能抑制K（+）引起的子宫收缩。在不含Ca（+）的培养基中，催产素或钒酸盐诱导的持续收缩通过除甘草酸和月桂糖苷以外的生物碱测试而得到缓解，这表明对细胞内钙的释放没有抑制作用。那些含有不饱和杂环的生物碱（罂粟碱，罂粟碱，

  DOI：

  10.1111/j.2042-7158.1992.tb03617.x
• 作为产物：
  描述：

  2,3-二甲氧基苯乙腈 在 氢氧化钾 、 氯化亚砜 作用下， 生成 2',3'-dimethoxyphenylacetyl chloride
  参考文献：
  名称：

  A Fabric Denuder for Sampling Semi-Volatile Species

  摘要：

  A new style of diffusion denuder has been evaluated specifically for sampling HNO3. A coated fabric is used as the denuder substrate, which can be loaded directly into a standard filter holder. This approach allows direct denuder sampling with no additional capital costs over filter sampling and simplifies the coating and extraction process.Potential denuder materials and coatings were evaluated in the laboratory to test the removal efficiency. NaCl coatings were used to assess more than 20 materials for HNO3 collection efficiency. Particle retention, which would cause a denuder to have a positive bias for gas concentration measurements, was evaluated by ambient air sampling using particulate sulfate as the reference aerosol. Particle retention varied from 0 to 15%, depending on the denuder material tested. The best performing material showed an average particle retention of less than 3%.Denuder efficiency of four fabric materials was tested under ambient conditions to determine removal efficiency. The fabric denuder method was compared with a long path-length Fourier transform infrared (FTIR) spectrometer, a tunable diode laser absorption spectrometer (TDLAS), and a denuder difference sampler to independently measure HNO3. HNO3 collection efficiency was typically 90% for the denuders, whether coated with NaCl or not. For 10-L/min sampling rates with the fabric denuder, the square of the correlation coefficient with the FTIR spectrometer was 0.73, compared to 0.24 with the TDLAS.

  DOI：

  10.1080/10473289.2000.10464134

文献信息

• Pd-Catalyzed Remote <i>Meta-</i>C–H Functionalization of Phenylacetic Acids Using a Pyridine Template
  作者：Zhong Jin、Ling Chu、Yan-Qiao Chen、Jin-Quan Yu

  DOI：10.1021/acs.orglett.7b03336

  日期：2018.1.19

  An effective pyridine based U-shaped template has been developed to enable a diverse range of meta-C–H functionalizations of phenylacetic acid scaffolds. This new template has extended the reaction scope to cross-coupling with ArBF3K as well as iodination using 1,3-diiodo-5,5-dimethylhydantoin as the iodination reagent.

  已开发出一种有效的基于吡啶的U形模板，可实现苯乙酸支架的多种间位-C–H官能化。该新模板将反应范围扩展到与ArBF 3 K交叉偶联以及使用1,3-二碘-5,5-二甲基乙内酰脲作为碘化试剂的碘化反应。
• Synthese von 1-(3,4-Dimethoxy-benzyl)-5,6-dimethoxy-isochinolin
  作者：A. Lindenmann

  DOI：10.1002/hlca.19490320114

  日期：1949.2.1

  Es wurde das 1-(3,4-Dimethoxy-benzyl)-5,6-dimethoxy-isochinolin synthetisiert; dabei zeigte es sich, dass es mit der von E. Schlittler und J. Müller dargestellten Base (Smp. 222–223° Pikrat, Smp. 233—234°) nicht identisch ist.

  合成了1-（3,4-二甲氧基-苄基）-5,6-二甲氧基-异喹啉; 人们发现，它是不相同的所呈现的基部由E. Schlittler和J.穆勒（熔点222-223°苦味酸盐，熔点233-234°）。
• Base-Mediated One-pot Synthesis of Oxygen-Based Heterocycles from 2-Hydroxyphenyl-Substituted <i>para</i>-Quinone Methides
  作者：Gurdeep Singh、Suresh Kumar、Arjun Chowdhury、Ramasamy Vijaya Anand

  DOI：10.1021/acs.joc.9b02455

  日期：2019.12.20

  has been achieved through alkylation/acylation of 2-hydroxyphenyl-substituted para-quinone methides followed by an intramolecular 1,6-conjugate addition/cyclization and oxidation sequence. This protocol provides access to a wide range of oxygen-based heterocycles, such as 2,3-disubstituted benzo[b]furans, 2,3-dihydrobenzofurans and diaryl-substituted coumarin derivatives in moderate to good yields

  通过2-羟基苯基取代的对醌甲基化物的烷基化/酰化，然后进行分子内的1,6-共轭物的加成/环化和氧化序列，已经实现了含氧杂环的一锅合成。该协议可提供以中等到良好收率的各种基于氧的杂环化合物，例如2,3-二取代的苯并[b]呋喃，2,3-二氢苯并呋喃和二芳基取代的香豆素衍生物。
• Specific bradycardic agents. 1. Chemistry, pharmacology, and structure-activity relationships of substituted benzazepinones, a new class of compounds exerting antiischemic properties
  作者：Manfred Reiffen、Wolfgang Eberlein、Peter Mueller、Manfred Psiorz、Klaus Noll、Joachim Heider、Christian Lillie、Walter Kobinger、Peter Luger

  DOI：10.1021/jm00167a033

  日期：1990.5

  phthalmidine moiety. This has resulted in a second generation of specific bradycardic agents with increased potency and selectively and prolonged duration of action represented by the benzazepinone-derivative UL-FS 49 (4). Structure-activity relationships within this novel class of compounds have revealed a marked dependence of activity on the substitution pattern of the aromatic rings, the nature of the central

  通过用各种杂环系统取代亲脂性α-异丙基乙腈部分对钙拮抗剂维拉帕米（1）进行结构修饰，导致了一类新型的心血管化合物，其特点是具有特定的缓动心律活动。这些药物可降低心律，而不会结合经典的钙通道或β-肾上腺素受体，而是与窦房结的结构发生特异性相互作用。因此，它们也被称为窦房结抑制剂。原型法利帕米（2）已通过进一步处理邻苯二甲moiety部分进行了进一步优化。这导致了第二代特定的缓动性药物，这些药物具有增强的功效，并以苯并ze庚因衍生物UL-FS 49（4）为代表，选择性地延长了作用时间。这类新型化合物中的结构活性关系揭示了活性对芳环的取代方式，中心氮原子的性质以及连接的烷基链长度的显着依赖性。苯并ze庚酮环对缓动性活动的关键作用可以通过其对整体分子构象的特殊影响来最好地解释。
• Total Synthesis of the Norhasubanan Alkaloid Stephadiamine
  作者：Nina Hartrampf、Nils Winter、Gabriele Pupo、Brian M. Stoltz、Dirk Trauner

  DOI：10.1021/jacs.8b01918

  日期：2018.7.18

  (+)-Stephadiamine is an unusual alkaloid isolated from the vine Stephania japonica. It features a norhasubanan skeleton, and contains two adjacent α-tertiary amines, which renders it an attractive synthetic target. Here, we present the first total synthesis of stephadiamine, which hinges on an efficient cascade reaction to implement the aza[4.3.3]propellane core of the alkaloid. The α-aminolactone moiety

  (+)-Stephadiamine 是一种不寻常的生物碱，从藤本植物 Stephania japonica 中分离出来。它具有norhasubanan 骨架，并含有两个相邻的α-叔胺，这使其成为有吸引力的合成目标。在这里，我们展示了第一个全合成 Stephadiamine，这取决于有效的级联反应来实现生物碱的氮杂 [4.3.3] 推进剂核心。通过 Tollens 反应和 Curtius 重排安装了高度受阻位置的 α-氨基内酯部分。介绍了用于不对称合成吗啡和（nor）hasubanan 生物碱的有用构件。