顺式-2-(苯基氨基)环己醇 | 75907-11-8

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 顺式-2-(苯基氨基)环己醇
• 英文名称: 2-(phenylamino)cyclohexan-1-ol
• 英文别名: 2-(phenylamino)cyclohexanol；2-phenylaminocyclohexanol；2-Anilino-cyclohexanol；trans-2-Phenylamino cyclohexanol；2-Anilino-cyclohexanol-(1)；2-Anilinocyclohexanol；2-anilinocyclohexan-1-ol
• CAS: 75907-11-8；110716-75-1；118457-60-6；131234-75-8；38382-30-8
• 化学式: C₁₂H₁₇NO
• 分子量: 191.273
• InChiKey: ABSZYEUMTNJQPI-UHFFFAOYSA-N

物化性质

• 熔点：
  57 °C
• 沸点：
  170-173 °C(Press: 18 Torr)
• 密度：
  1.135±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  32.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  顺式-2-(苯基氨基)环己醇 在 吡啶 、 甲基磺酰氯 、 三乙胺 作用下， 生成 7-phenyl-7-aza-bicyclo[4.1.0]heptane
  参考文献：
  名称：

  Mild and Efficient Method for Regioselective Ring Opening of Aziridines with Amines by Bismuth Trichloride

  摘要：

  DOI：

  10.1081/scc-120015808
• 作为产物：
  描述：

  2-苯胺环己酮 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 生成 顺式-2-(苯基氨基)环己醇
  参考文献：
  名称：

  El-Hamamy, Ahmad A.; Hill, John; Townend, John, Journal of the Chemical Society. Perkin transactions I, 1983, p. 573 - 580

  摘要：

  DOI：

文献信息

• Copper-catalyzed formation of carbon-heteroatom and carbon-carbon bonds
  申请人：——

  公开号：US20030065187A1

  公开（公告）日：2003-04-03

  The present invention relates to copper-catalyzed carbon-heteroatom and carbon-carbon bond-forming methods. In certain embodiments, the present invention relates to copper-catalyzed methods of forming a carbon-nitrogen bond between the nitrogen atom of an amide or amine moiety and the activated carbon of an aryl, heteroaryl, or vinyl halide or sulfonate. In additional embodiments, the present invention relates to copper-catalyzed methods of forming a carbon-nitrogen bond between a nitrogen atom of an acyl hydrazine and the activated carbon of an aryl, heteroaryl, or vinyl halide or sulfonate. In other embodiments, the present invention relates to copper-catalyzed methods of forming a carbon-nitrogen bond between the nitrogen atom of a nitrogen-containing heteroaromatic, e.g., indole, pyrazole, and indazole, and the activated carbon of an aryl, heteroaryl, or vinyl halide or sulfonate. In certain embodiments, the present invention relates to copper-catalyzed methods of forming a carbon-oxygen bond between the oxygen atom of an alcohol and the activated carbon of an aryl, heteroaryl, or vinyl halide or sulfonate. The present invention also relates to copper-catalyzed methods of forming a carbon-carbon bond between a reactant comprising a nucleophilic carbon atom, e.g., an enolate or malonate anion, and the activated carbon of an aryl, heteroaryl, or vinyl halide or sulfonate. Importantly, all the methods of the present invention are relatively inexpensive to practice due to the low cost of the copper comprised by the catalysts.

  本发明涉及铜催化的碳-杂原子和碳-碳键形成方法。在某些实施例中，本发明涉及铜催化的方法，用于在酰胺或胺基团的氮原子与芳基、杂原基或乙烯卤代物或磺酸酯的活化碳之间形成碳-氮键。在其他实施例中，本发明涉及铜催化的方法，用于在酰基肼的氮原子与芳基、杂原基或乙烯卤代物或磺酸酯的活化碳之间形成碳-氮键。在另一些实施例中，本发明涉及铜催化的方法，用于在含氮杂环芳烃（例如吲哚、吡唑和吲哌）的氮原子与芳基、杂原基或乙烯卤代物或磺酸酯的活化碳之间形成碳-氮键。在某些实施例中，本发明涉及铜催化的方法，用于在醇的氧原子与芳基、杂原基或乙烯卤代物或磺酸酯的活化碳之间形成碳-氧键。本发明还涉及铜催化的方法，用于在包含亲核碳原子的反应物（例如烯醇酸盐或丙二酸盐负离子）与芳基、杂原基或乙烯卤代物或磺酸酯的活化碳之间形成碳-碳键。重要的是，由于催化剂中铜的低成本，本发明的所有方法都相对廉价。
• Highly Enantioselective Synthesis of Chiral Cyclic Amino Alcohols and Conhydrine by Ruthenium-Catalyzed Asymmetric Hydrogenation
  作者：Sheng Liu、Jian-Hua Xie、Wei Li、Wei-Ling Kong、Li-Xin Wang、Qi-Lin Zhou

  DOI：10.1021/ol901605a

  日期：2009.11.5

  A highly efficient enantio- and diastereoselective synthesis of chiral cis-β-N-alkyl/arylamino cyclic alcohols has been realized by asymmetric hydrogenation of racemic α-amino cyclic ketones via DKR catalyzed by [RuCl2((S)-Xyl-SDP)((R,R)-DPEN)]. The enantioselectivities of the reaction were up to 99.9% ee with 99:1 cis-selectivities. A practical catalytic asymmetric synthesis of all four isomers of

  一个高效对映和非对映选择性合成的手性顺式-β- ñ -烷基/芳基氨基环醇已经由外消旋的不对称氢化实现α氨基经由DKR环酮催化通过将[RuCl 2（（小号）-Xyl-SDP） （（R，R）-DPEN）]。该反应的对映选择性分别达到99.9％ee的用99：1分的顺式-选择性。还开发了一种实用的催化方法，可合成水合所有四个异构体。
• Synthesis of β-amino alcohols using the tandem reduction and ring-opening reaction of nitroarenes and epoxides
  作者：Chongyang Shi、Cheng Ren、Erlei Zhang、Huile Jin、Xiaochun Yu、Shun Wang

  DOI：10.1016/j.tet.2016.04.083

  日期：2016.7

  A high yield one-pot synthesis of β-amino alcohols from nitroarenes and 1,2-epoxides was developed, which utilizes inexpensive iron dust as a reducing agent and NH4Cl as the only additive in a 50% (v/v) ethanol solution. This new efficient synthetic approach tolerates a wide range of functionalities. The mild reaction conditions (e.g., 60 °C), together with the use of low cost and readily available

  开发了一种由硝基芳烃和1,2-环氧化合物高产率单锅合成β-氨基醇的方法，该方法利用廉价的铁粉作为还原剂，并将NH 4 Cl用作50％（v / v）乙醇中的唯一添加剂解。这种新的有效的合成方法具有广泛的功能。温和的反应条件（例如60°C），以及使用低成本和易于获得的起始原料，使得这种合成方法成为目前β-氨基醇合成的有吸引力的替代方法。
• STRONGLY LEWIS ACIDIC METAL-ORGANIC FRAMEWORKS FOR CONTINUOUS FLOW CATALYSIS
  申请人：The University of Chicago

  公开号：US20210053042A1

  公开（公告）日：2021-02-25

  Lewis acidic metal-organic framework (MOF) materials comprising triflate-coordinated metal nodes are described. The materials can be used as heterogenous catalysts in a wide range of organic group transformations, including Diels-Alder reactions, epoxide-ring opening reactions, Friedel-Crafts acylation reactions and alkene hydroalkoxylation reactions. The MOFs can also be prepared with metallated organic bridging ligands to provide heterogenous catalysts for tandem reactions and/or prepared as composites with support particles for use in columns of continuous flow reactor systems. Methods of preparing and using the MOF materials and their composites are also described.

  描述了包含三氟甲磺酸盐配位金属节点的Lewis酸性金属有机框架（MOF）材料。这些材料可用作广泛范围的有机基团转化中的杂质催化剂，包括Diels-Alder反应、环氧化物开环反应、Friedel-Crafts酰化反应和烯烃水解烷氧基化反应。这些MOF还可以通过金属化有机桥联配体制备，以提供串联反应的杂质催化剂和/或与支撑颗粒制备为复合材料，用于连续流反应器系统的柱中。还描述了制备和使用MOF材料及其复合材料的方法。
• X‐ray structurally characterized Mo (VI), Fe (III) and Cu (II) complexes of amide‐imine conjugate: (bio)catalytic and histidine recognition studies
  作者：Sabyasachi Ta、Milan Ghosh、Noor Salam、Jayanta Das、Manirul Islam、Paula Brandão、Vítor Félix、Jesus Sanmartin、Debasis Das

  DOI：10.1002/aoc.5823

  日期：2020.10

  nzohydrazide (H2LPTASAL), derived from 4‐methyl‐benzoic acid hydrazide (PTA) and 2‐hydroxybenzaldehyde is used to prepare Mo (VI), Cu (II) and Fe (III) complexes. The X‐ray structurally characterized complexes have been explored as catalyst for amine assisted asymmetric ring opening (ARO) of epoxide, carbon‐heteroatom cross‐coupling and ethyl benzene oxidation. In addition, their catecholase like activities

  衍生自4-甲基苯甲酸酰肼（PTA）和2的酰胺-亚胺共轭物（E）-N'-（（2-羟基苯甲酰基-1-基）亚甲基）-4-甲基苯甲酰肼（H 2 L PTASAL） ‐羟基苯甲醛用于制备Mo（VI），Cu（II）和Fe（III）配合物。X射线的结构表征的配合物已被用作催化剂，用于胺辅助的环氧不对称开环（ARO），碳杂原子交叉偶联和乙苯氧化。另外，已经充分研究了它们的儿茶酚酶样活性。而且，Cu（II）配合物通过荧光光谱法选择性地识别组氨酸。