2-(苄亚基氨基)乙醇 | 770-37-6

• 物质功能分类: 有机原料 - 醇、酚、酚醇类化合物及衍生物
• 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: 2-(苄亚基氨基)乙醇
• 英文名称: 2-(N-benzylidenamino)ethanol
• 英文别名: 2-(benzylideneamino)ethanol；benzylidenethanolamine；N-benzylidene-2-hydroxyethylamine
• CAS: 770-37-6
• 化学式: C₉H₁₁NO
• 分子量: 149.192
• InChiKey: ALUFITGOFDIAAA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  32.6
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(苄亚基氨基)乙醇 以 氘代氯仿 为溶剂， 生成 2-苯基-1,3-恶唑烷
  参考文献：
  名称：

  Gartman, G. A.; Pak, V. D.; Ulashkevich, Yu. V., Journal of applied chemistry of the USSR, 1991, vol. 64, # 5.2, p. 949 - 955

  摘要：

  DOI：
• 作为产物：
  描述：

  N-苄基乙醇胺 在 5,5-二氟-2,8-二碘-1,3,7,9-四甲基-10-苯基-5H-二吡咯并[1,2-C:2,1-F][1,3,2]二氮杂硼烷-4-鎓-5-硼 作用下， 以 乙腈 为溶剂， 反应 2.5h， 以62%的产率得到2-(苄亚基氨基)乙醇
  参考文献：
  名称：

  Bodipy Derivatives as Organic Triplet Photosensitizers for Aerobic Photoorganocatalytic Oxidative Coupling of Amines and Photooxidation of Dihydroxylnaphthalenes

  摘要：

  We used iodo-Bodipy derivatives that show strong absorption of visible light and long-lived triplet excited states as organic catalysts for photoredox catalytic organic reactions. Conventionally most of the photocatalysts are based on the off-the-shelf compounds, usually showing weak absorption in the visible region and short triplet excited state lifetimes. Herein, the organic catalysts are used for two photocatalyzed reactions mediated by singlet oxygen (O-1(2)), that is, the aerobic oxidative coupling of amines and the photooxidation of dihydroxylnaphthalenes, which is coupled to the subsequent addition of amines to the naphthoquinones, via C-H functionalization of 1,4-naphthoquinone, to produce N-aryl-2-amino-1,4-naphthoquinones (one-pot reaction), which are anticancer and antibiotic reagents. The photoreactions were substantially accelerated with these new iodo-Bodipy organic photocatalysts compared to that catalyzed with the conventional Ru(II)/Ir(III) complexes, which show weak absorption in the visible region and short-lived triplet excited states. Our results will inspire the design and application of new organic triplet photosensitizers that show strong absorption of visible light and longlived triplet excited state and the application of these catalysts in photoredox catalytic organic reactions.

  DOI：

  10.1021/jo400769u

文献信息

• Optimization of gefitinib analogues with potent anticancer activity
  作者：Kai-Hao Yin、Yi-Han Hsieh、Rohidas S. Sulake、Su-Pei Wang、Jui-I. Chao、Chinpiao Chen

  DOI：10.1016/j.bmcl.2014.09.056

  日期：2014.11

  The interactions of gefitinib (Iressa) in EGFR are hydrogen bonding and van der Waals forces through quinazoline and aniline rings. However the morpholino group of gefitinib is poorly ordered due to its weak electron density. A series of novel piperazino analogues of gefitinib where morpholino group substituted with various piperazino groups were designed and synthesized. Most of them indicated significant

  EGFR中吉非替尼（Iressa）的相互作用是氢键和通过喹唑啉和苯胺环的范德华力。但是，由于吉非替尼的吗啉代基团电子强度较弱，因此排列较差。设计并合成了一系列新的吉非替尼哌嗪子基类似物，其中吗啉代基团被各种哌嗪子基团取代。他们中的大多数表明对人类癌细胞系具有显着的抗癌活性。特别是，化合物52 – 54对癌细胞具有极好的效力。已经开发了用于合成吉非替尼中间体的会聚合成方法，该中间体可导致吉非替尼以及许多类似物。
• Synthesis of Imines <i>via</i> Reactions of Benzyl Alcohol with Amines Using Half‐Sandwich (η ⁶ ‐ <i>p</i> ‐cymene) Ruthenium(II) Complexes Stabilised by 2‐aminofluorene Derivatives
  作者：Govindasamy Vinoth、Sekar Indira、Madheswaran Bharathi、Anandhan Durgadevi、Ravikumar Abinaya、Luis G. Alves、Ana Margarida Martins、Kuppannan Shanmuga Bharathi

  DOI：10.1002/aoc.5200

  日期：2019.11

  the complexes [Ru(η6‐p‐cymene)(Cl)(L2)], [Ru(η6‐p‐cymene)(Cl)(L3)] and [Ru(η6‐p‐cymene)(Cl)(L4)] revealed that the 2‐aminofluorene and p‐cymene moieties coordinate to ruthenium(II) in a three‐legged piano‐stool geometry. The synthesized complexes were used as catalysts for the dehydrogenative coupling of benzyl alcohol with a range of amines (aliphatic, aromatic and heterocyclic). The reactions were

  一类新的半夹心的（η 6 - p -cymene）钌（II）配合物的2-氨基芴衍生物的[Ru（η支持6 - p -cymene）（CL）（L）]（大号 = 2 - （（ （9H-芴-2-基）亚氨基）甲基）苯酚（L 1），2-（（（（9H-芴-2-基）亚氨基）甲基）-3-甲氧基苯酚（L 2），1-（（（ 9H-芴-2-基）亚氨基）甲基）萘-2-醇（L 3）和N-（（1H-吡咯-2-基）亚甲基）-9H-芴-2-胺（L 4））合成。所有化合物均通过分析和光谱技术（IR，UV-Vis，NMR）以及质谱进行了充分表征。的[Ru（η复合物的固态分子结构6 - p -cymene）（CL）（L 2）]，[茹（η 6 - p -cymene）（CL）（L 3）]和[茹（η 6 ‐ p‐ cymene）（Cl）（L 4）]显示2-氨基芴和p苏木基部分以三足钢琴凳的几何形状与钌（II）配合。合成的络合物用作催
• STEREOSELECTIVE PROCESS FOR PREPARING SUBSTITUTED POLYCYCLIC PYRIDONE DERIVATIVES
  申请人：Shionogi & Co., Ltd.

  公开号：US20200247818A1

  公开（公告）日：2020-08-06

  The present invention provides industrially suitable processes for preparing intermediates in the production of substituted polycyclic pyridone derivatives having a cap-dependent endonuclease inhibitory activity. In the process as shown below, wherein each symbol is as defined in the specification, an optically active substituted tricyclic pyridone derivative of the formula (VII) is obtained in high yield and high enantioselectivity by subjecting a compound of the formula (III) or (VI) to intramolecular cyclization with controlling stereochemistry to obtain a compound of the formula (IV) having a removable functional group on an asymmetric carbon, and then removing the functional group thereof.

  本发明提供了在制备具有依赖CAP末端核酸酶抑制活性的取代多环吡啶酮衍生物的生产中的工业适用过程。在下面所示的过程中，其中每个符号如规范中定义，通过将式（III）或（VI）的化合物经过控制立体化学的分子内环化得到具有可移除手性碳上的可移除官能团的式（IV）的化合物，然后去除其官能团，以高产率和高对映选择性获得式（VII）的手性取代三环吡啶酮衍生物。
• Manganese catalyzed reductive amination of aldehydes using hydrogen as a reductant
  作者：Duo Wei、Antoine Bruneau-Voisine、Dmitry A. Valyaev、Noël Lugan、Jean-Baptiste Sortais

  DOI：10.1039/c8cc01787e

  日期：——

  A one-pot two-step procedure was developed for the alkylation of amines via reductive amination of aldehydes using molecular dihydrogen as a reductant in the presence of a manganese pyridinyl-phosphine complex as a pre-catalyst. After the initial condensation step, the reduction of imines formed in situ is performed under mild conditions (50–100 °C) with 2 mol% of catalyst and 5 mol% of tBuOK under

  开发了一种一锅两步的方法，用于在胺基吡啶膦-锰配合物作为前催化剂存在下，使用分子二氢作为还原剂，通过醛的还原胺化反应，将胺烷基化。最初的缩合步骤后，在温和条件下（50–100°C），在50 bar氢气下，使用2 mol％的催化剂和5 mol％的t BuOK ，还原原位形成的亚胺。对于醛类和胺类（包括脂肪族醛和氨基醇）的大量组合（40个实例），均获得了优异的收率（> 90％）。
• Highly Convergent Synthesis of Chiral Bicyclophosphinates by Domino Hydrophosphinylation/Michael/Michael Reaction
  作者：Pierre Fourgeaud、Bénédicte Daydé、Jean-Noël Volle、Jean-Pierre Vors、Arie Van der Lee、Jean-Luc Pirat、David Virieux

  DOI：10.1021/ol2019345

  日期：2011.10.7

  Diastereoselective domino reactions of iminoalcohols and allenyl H-phosphinates produce chiral phosphorus bicycles in a regio- and stereoselective fashion. A predictive model for diastereoselection is used for these new chiral phosphinic esters.

  亚氨基醇和烯丙基H-次膦酸酯的非对映选择性多米诺反应以区域和立体选择性的方式产生手性磷自行车。这些新的手性次膦酸酯使用非对映选择性的预测模型。