1-Phenyl-2-benzyl-6,7-dimethoxy-1,2,3,4-tetrahydro-isochinolin | 20412-85-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: 1-Phenyl-2-benzyl-6,7-dimethoxy-1,2,3,4-tetrahydro-isochinolin
• 英文别名: 2-benzyl-6,7-dimethoxy-1-phenyl-3,4-dihydro-1H-isoquinoline
• CAS: 20412-85-5
• 化学式: C₂₄H₂₅NO₂
• 分子量: 359.468
• InChiKey: DTMDQGQIAKLKNM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  21.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3,4-二甲氧基苯乙胺 在 T406石油添加剂 、 三氟乙酸 作用下， 以 甲醇 、 水 、 甲苯 为溶剂， 反应 12.33h， 生成 1-Phenyl-2-benzyl-6,7-dimethoxy-1,2,3,4-tetrahydro-isochinolin
  参考文献：
  名称：

  Synthesis, antibacterial activity and QSAR studies of 1,2-disubstituted-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolines

  摘要：

  Some new substituted-tetrahydroisoquinoline derivatives were synthesized and evaluated for their in vitro antimicrobial activities against the standard Gram positive and Gram negative strains: Staphylococcus aureus (ATCC 25923), S. epidermidis (WHO-6), Escherichia coli (ATCC 25922), Pseudomonas aeruginosa (ATCC 27853), 1-aryl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline 4a-c proved to be effective with MIC 3.5-20 (mu g ml(-1)). Quantitative structure activity relationship (QSAR) studies with multiple linear regression analysis were applied to find correlation between different calculated molecular descriptors of the synthesized compounds and biological activity. (c) 2005 Elsevier SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2005.10.010

文献信息

• Contra-thermodynamic Hydrogen Atom Abstraction in the Selective C–H Functionalization of Trialkylamine <i>N</i>-CH₃ Groups
  作者：Joshua P. Barham、Matthew P. John、John A. Murphy

  DOI：10.1021/jacs.6b09690

  日期：2016.11.30

  high selectivity over N-CH2R or N-CHR2 groups. The radical cation DABCO+•, prepared in situ by oxidation of DABCO with a triarylaminium salt, effects highly selective and contra-thermodynamic C-H abstraction from N-CH3 groups. The intermediates that result react in situ with organometallic nucleophiles in a single pot, affording novel and highly selective homologation of N-CH3 groups. Chemoselectivity

  我们报告了一个简单的一锅法，它提供了 N-甲基-N,N-二烷基胺中 N-CH3 基团的功能化，对 N-CH2R 或 N-CHR2 基团具有高选择性。通过用三芳基胺盐氧化 DABCO 原位制备的自由基阳离子 DABCO+• 从 N- 基团中影响高选择性和逆热力学 CH 提取。产生的中间体在一个锅中与有机金属亲核试剂原位反应，提供新的和高度选择性的 N- 基团同系化。证明了试剂的化学选择性、可扩展性和可回收性，并通过计算和实验结果证实了机制建议。转化的效用在天然产物和药物的后期位点选择性功能化中得到证明，
• Asymmetric transfer hydrogenation of imines and iminiums catalyzed by a water-soluble catalyst in water
  作者：Jiashou Wu、Fei Wang、Yaping Ma、Xin Cui、Linfeng Cun、Jin Zhu、Jingen Deng、Bangliang Yu

  DOI：10.1039/b600496b

  日期：——

  The first asymmetric transfer hydrogenation of cyclic imines and iminiums in water was successfully performed in high yields and enantioselectivities with sodium formate as the hydrogen source and CTAB as an additive catalyzed by a water-soluble and recyclable ruthenium(II) complex of the ligand (R,R)-2.

  以甲酸钠为氢源，CTAB 为添加剂，在配体 (R,R)-2 的水溶性可回收钌 (II) 复合物催化下，首次成功地在水中对环状亚胺和亚胺进行了不对称转移加氢反应，并获得了较高的产率和对映选择性。
• Unprecedented FeCl₃⋅6 H₂O-Promoted Skeleton Rearrangement of 1-Aryl-2,3,4,5-tetrahydro-1<i>H</i>-3-benzazepines: A New Strategy for the Synthesis of C1 Quaternary Tetrahydroisoquinolines
  作者：Jing Zhang、Ao Zhang

  DOI：10.1002/chem.200901197

  日期：2009.10.26

  Substituent matters: A skeleton rearrangement of 1‐aryl‐3‐benzazepines was developed with 2.0 equiv of FeCl3⋅6 H2O in PhNO2. The N‐substituents had a dramatic influence on the structures of the products. In the case of N‐alkylbenzazepines, 1‐aryltetrahydroisoquinolines were obtained, whereas N‐acyl‐benzazepines yielded a series of unique C1 quaternary 1‐aryl‐1‐formyltetrahydroisoquinolines.

  取代基事项：A骨架的1-芳基-3-苯并吖庚因的重排用的FeCl的2.0当量开发3 ⋅6ħ 2 ö在PHNO 2。该ñ -取代了对产品结构的显着影响。在N-烷基苯并ze庚因的情况下，获得了1-芳基四氢异喹啉，而N-酰基-苯并ze庚因产生了一系列独特的C1季铵基1-芳基-1-甲酰基四氢异喹啉。