N-(2-phenylethyl)(3,4-dimethoxyphenyl)acetamide | 3972-81-4

• 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: N-(2-phenylethyl)(3,4-dimethoxyphenyl)acetamide
• 英文别名: 2-(3,4-dimethoxyphenyl)-N-(2-phenylethyl)acetamide
• CAS: 3972-81-4
• 化学式: C₁₈H₂₁NO₃
• mdl: MFCD01196213
• 分子量: 299.37
• InChiKey: OMRSESZLILVLQM-UHFFFAOYSA-N

物化性质

• 熔点：
  111.5 °C
• 沸点：
  510.4±50.0 °C(Predicted)
• 密度：
  1.109±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  22
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  47.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-(2-phenylethyl)(3,4-dimethoxyphenyl)acetamide 在 硼烷四氢呋喃络合物 作用下， 以 四氢呋喃 为溶剂， 生成 N-(2-phenylethyl)-2-(3,4-dimethoxyphenyl)ethylamine
  参考文献：
  名称：

  新的多巴胺能和潜在的抗帕金森化合物，N，N-二取代的β-（3,4-二羟基苯基）乙胺。

  摘要：

  DOI：

  10.1021/jm00200a003
• 作为产物：
  描述：

  2-氨基-1-苯乙醇 在 palladium on activated charcoal 盐酸 、 氢气 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 25.0 ℃ 、344.73 kPa 条件下， 反应 31.0h， 生成 N-(2-phenylethyl)(3,4-dimethoxyphenyl)acetamide
  参考文献：
  名称：

  Oxazolines. 2. 2-Substituted 2-oxazolines as synthons for N-(.beta.-hydroxyethyl)arylalkylamines, intermediates in a synthesis of 1,2,3,4-tetrahydroisoquinolines and 2,3,4,5-tetrahydro-1H-3-benzazepines

  摘要：

  DOI：

  10.1021/jo00132a001

文献信息

• A Simple Highly Regioselective or Regiospecific Substitution Method of Aromatic Isoquinoline
  作者：Yu-An Chang、Hsiang Chang

  DOI：10.2174/157017809788681266

  日期：2009.7.1

  A novel simple version for highly regioselective or regiospecific substitution method of aromatic isoquinoline has been developed by utilizing the reaction condition of Bischler-Napieralski cyclization. The proposed reaction mechanism was successfully indirect confirmed. In this method, chloroiminium intermedium A was formed from the amide compound with phosphoryl chloride, and intramolecular cyclized was preceded. The final structure of aromatic isoquinoline was obtained through removing the acidic hydrogen atom by sodium borohydride served as a base rather than reductive agent as expected.

  开发了一种新的简单方法，用于高度区域选择性或区域专一性的芳香异�唑啉取代反应，该方法利用了Bischler-Napieralski环化反应的条件。所提出的反应机理成功地得到了间接证实。在此方法中，氯亚胺离子中间体A由酰胺化合物与磷酰氯形成，随后进行分子内环化。最终的芳香异唑啉结构是通过以硼氢化钠作为碱而不是预期的还原剂来去除酸性氢原子而得到的。
• A Highly Convenient, Efficient, and Selective Process for Preparation of Esters and Amides from Carboxylic Acids Using Fe³⁺-K-10 Montmorillonite Clay¹
  作者：K. V. N. S. Srinivas、Biswanath Das

  DOI：10.1021/jo0204202

  日期：2003.2.1

  presence of Fe(3+)-K-10 montmorillonite clay as a catalyst, aliphatic carboxylic acids selectively produced the corresponding esters in the presence of aromatic carboxylic acids by treatment with alcohols. Both the aliphatic and aromatic carboxylic acids formed the amides by reacting with the aliphatic amines, but only the aliphatic carboxylic acids yielded the anilides by treatment with aromatic amines

  在Fe（3 +）-K-10蒙脱土作为催化剂的存在下，脂肪族羧酸在芳香族羧酸存在下通过用醇处理选择性地产生相应的酯。脂族和芳族羧酸均通过与脂族胺反应而形成酰胺，但是仅脂族羧酸通过用芳族胺处理而产生了苯甲酸酯。该催化剂是可回收和可循环的。
• Synthesis of Homoprotoberberines and 8-Oxoprotoberberines by Sequential Bicyclization of Phenylacetamides
  作者：Rafael Suau、Juan Manuel López-Romero、Antonio Ruiz、Rodrigo Rico

  DOI：10.1016/s0040-4020(99)01084-4

  日期：2000.2

  The reaction of phenylacetamides with oxalyl chloride/Lewis acid provides a convergent, high-yield entry to C-homoprotoberberine and 8-oxoprotoberberine alkaloids from available starting materials. This approach was used to synthesize 8-oxopseudopalmatine starting from N-[β-(3′,4′-dimethoxyphenyl)ethyl]-3,4-dimethoxyphenylacetamide. Some C-homoprotoberberines exhibit significant cytotoxicity against

  苯乙酰胺与草酰氯/路易斯酸的反应提供了从可用起始原料到C-高伯小ber碱和8-氧伯小o碱生物碱的收敛，高收率的入口。该方法用于从N- [β-（3'，4'-二甲氧基苯基）乙基] -3,4-二甲氧基苯基乙酰胺开始合成8-氧代伪巴马汀。一些C-同型小ber碱对人乳腺癌细胞显示出显着的细胞毒性。
• Substituted isoquinolines and methods of using same
  申请人：Euroceltique, S.A.

  公开号：US04956371A1

  公开（公告）日：1990-09-11

  Novel substituted isoquinoline compounds are disclosed together with novel 2-phenylethylamides useful as precursors or intermediates for the production of the isoquinolines. The substituted isoquinolines exhibit activity in antagonizing the effects of platelet activating factor (PAF).

  本专利揭示了替代异喹啉化合物，以及作为异喹啉的前体或中间体有用的新型2-苯乙基酰胺。这些替代异喹啉在拮抗血小板活化因子（PAF）的作用方面表现出活性。
• Synthesis of some isoquinoline derivatives
  作者：Ryuji Tachikawa

  DOI：10.1016/0040-4020(59)80058-2

  日期：1959.1

  The Bischler-Napieralski reaction has been applied to the synthesis of several isoquinoline derivatives related to papaverine but devoid of one or two methoxyl groups in positions 6 and 7.

  Bischler-Napieralski反应已用于合成与罂粟碱有关的几种异喹啉衍生物，但在6和7位上没有一个或两个甲氧基。