2-phenyl-1,2,3,4-tetrahydronaphthalen-1-ol | 93433-58-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-phenyl-1,2,3,4-tetrahydronaphthalen-1-ol
• 英文别名: trans-2-Phenyl-1,2,3,4-tetrahydro-1-naphthol
• CAS: 93433-58-0
• 化学式: C₁₆H₁₆O
• 分子量: 224.302
• InChiKey: OKDIYKQVCBYZIJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-phenyl-1,2,3,4-tetrahydronaphthalen-1-ol 在 氯化亚砜 作用下， 生成 2-苯基萘
  参考文献：
  名称：

  Campbell; Kidd, Journal of the Chemical Society, 1954, p. 2154

  摘要：

  DOI：
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 lithium aluminium tetrahydride 、 乙醚 作用下， 生成 2-phenyl-1,2,3,4-tetrahydronaphthalen-1-ol
  参考文献：
  名称：

  Campbell; Kidd, Journal of the Chemical Society, 1954, p. 2154

  摘要：

  DOI：

文献信息

• Synthetic route for the preparation of substituted 2-phenyl-1,2,3,4-tetrahydronaphthalene-1-ols
  申请人：LEK Pharmaceuticals d.d.

  公开号：EP2644603A1

  公开（公告）日：2013-10-02

  The present invention relates in general to the field of organic chemistry and in particular to the preparation of 2-phenyl-1,2,3,4-tetrahydronaphthalene-1-ol substituted with a protected hydroxyl group. These compounds can be used as intermediates in the synthesis of pharmaceutically active agents such as lasofoxifene or derivatives thereof.

  本发明一般涉及有机化学领域，特别涉及制备带有保护羟基的2-苯基-1,2,3,4-四氢萘-1-醇。这些化合物可用作制备药物活性剂（如拉索福辛或其衍生物）的中间体。
• Copper-catalyzed asymmetric hydrogenation of 2-substituted ketones <i>via</i> dynamic kinetic resolution
  作者：Olga V. Zatolochnaya、Sonia Rodríguez、Yongda Zhang、Kendricks S. Lao、Sergei Tcyrulnikov、Guisheng Li、Xiao-Jun Wang、Bo Qu、Soumik Biswas、Hari P. R. Mangunuru、Daniel Rivalti、Joshua D. Sieber、Jean-Nicolas Desrosiers、Joyce C. Leung、Nelu Grinberg、Heewon Lee、Nizar Haddad、Nathan K. Yee、Jinhua J. Song、Marisa C. Kozlowski、Chris H. Senanayake

  DOI：10.1039/c8sc00434j

  日期：——

  A new class of tunable heterophosphole dimeric ligands have been designed and synthesized. These ligands have enabled the first examples of Cu-catalyzed hydrogenation of 2-substituted-1-tetralones and related heteroaryl ketones via dynamic kinetic resolution, simultaneously creating two contiguous stereogenic centers with up to >99 : 1 dr and 98 : 2 er. The ligand-Cu complexes were isolated and characterized

  设计并合成了一类新型可调节杂磷二聚体配体。这些配体通过动态动力学拆分实现了铜催化 2-取代-1-四氢萘酮和相关杂芳基酮氢化的第一个例子，同时产生了两个连续的立体中心，其高达 >99 : 1 dr 和 98 : 2 er。通过单晶 X 射线分离并表征了配体-Cu 配合物，DFT 计算揭示了一种新型杂配二聚氢化铜过渡态。
• RuPHOX–Ru catalyzed asymmetric hydrogenation of α-substituted tetralones <i>via</i> a dynamic kinetic resolution
  作者：Jingjing Li、Jianxun Ye、Jiayu Zhou、Jing Li、Delong Liu、Wanbin Zhang

  DOI：10.1039/d2cc01193j

  日期：——

  The efficient RuPHOX–Ru catalyzed asymmetric hydrogenation of α-substituted tetralones via a dynamic kinetic resolution has been achieved for the synthesis of chiral tetrahydronaphthols. The mechanism study indicated that hydrogenation with H2 gas, rather than transfer hydrogenation with EtOH solvent as the hydrogen source, predominates in the reaction pathway.

  通过动态动力学拆分实现了高效的 RuPHOX-Ru 催化的 α-取代四氢萘酮的不对称氢化，用于合成手性四氢萘酚。机理研究表明，H 2气体加氢，而不是以EtOH溶剂作为氢源的转移加氢，在反应途径中占主导地位。
• Diastereoselective Friedel–Crafts Alkylation of Hydronaphthalenes
  作者：Jennifer Tsoung、Katja Krämer、Adam Zajdlik、Clemence Liébert、Mark Lautens

  DOI：10.1021/jo201781x

  日期：2011.11.4

  An efficient and versatile synthesis of chiral tetralins has been developed using both inter- and intra-molecular Friedel Crafts alkylation as a key step. The readily available hydronaphthalene substrates were prepared via a highly enantioselective metal-catalyzed ring opening of meso-oxabicyclic alkenes followed by hydrogenation. A wide variety of complex tetracyclic compounds have been isolated with high levels of regio-, diastereo-, and enantioselectivity.
• Synthetic Estrogens, Implantation Inhibitors, and Hypocholesterolemic Agents. I. Tetrahydronaphthalene Series
  作者：W. L. Bencze、L. I. Barsky、R. W. J. Carney、A. A. Renzi、George. deStevens

  DOI：10.1021/jm00314a002

  日期：1967.3

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