rac-[1-(4-fluoro-phenyl)-ethyl]-phosphonic acid diethyl ester | 1159205-41-0

• 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: rac-[1-(4-fluoro-phenyl)-ethyl]-phosphonic acid diethyl ester
• 英文别名: Rac-[1-(4-fluoro-phenyl)-ethyl]-phosphonic acid diethyl ester；1-(1-diethoxyphosphorylethyl)-4-fluorobenzene
• CAS: 1159205-41-0
• 化学式: C₁₂H₁₈FO₃P
• 分子量: 260.245
• InChiKey: DJJWRKNVLJIKKF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  diethyl [1-(4-fluorophenyl)vinyl]phosphonate 在 potassium phosphate 、 2-硝基苯磺酰肼 作用下， 以 乙腈 为溶剂， 反应 5.0h， 以92%的产率得到rac-[1-(4-fluoro-phenyl)-ethyl]-phosphonic acid diethyl ester
  参考文献：
  名称：

  链烯基膦酸酯的无金属二酰亚胺还原：合成α-取代的乙基膦酸酯的简单有效的方法

  摘要：

  描述了一种通过二酰亚胺还原策略合成α-取代的乙基膦酸酯的简单直接的方法。以K 3 PO 4或Na 2 CO 3为基本添加剂，在室温下，一定范围内的末端链烯基膦酸酯被2-硝基苯磺酰肼（NBSH）生成的二酰亚胺有效还原。还证明了该方法具有较高的官能团耐受性。此外，我们的方法具有安全性高，反应条件温和，对设备的要求低以及化学选择性高的特点。

  DOI：

  10.1016/j.tetlet.2016.02.057

文献信息

• 4,5-DIHYDRO-OXAZOL-2YL DERIVATIVES
  申请人：Galley Guido

  公开号：US20100029589A1

  公开（公告）日：2010-02-04

  The invention relates to compounds of formula I wherein R 1 , R 2 , X, Y, and n are defined in the specification and to pharmaceutically acceptable acid addition salts thereof. The invention also provides pharmaceutical compositions and methods of manufacture of such compounds. The compounds are useful for the treatment of diseases related to the biological function of the trace amine associated receptors, which diseases are depression, anxiety disorders, bipolar disorder, attention deficit hyperactivity disorder, stress-related disorders, psychotic disorders, schizophrenia, neurological diseases, Parkinson's disease, neurodegenerative disorders, Alzheimer's disease, epilepsy, migraine, substance abuse and metabolic disorders, eating disorders, diabetes, diabetic complications, obesity, dyslipidemia, disorders of energy consumption and assimilation, disorders and malfunction of body temperature homeostasis, disorders of sleep and circadian rhythm, and cardiovascular disorders.

  该发明涉及公式I的化合物，其中R1、R2、X、Y和n在规范中定义，并且其药学上可接受的酸盐。该发明还提供了制备这种化合物的药物组合物和方法。这些化合物可用于治疗与痕量胺相关受体的生物功能相关的疾病，这些疾病包括抑郁症、焦虑症、躁郁症、注意缺陷多动障碍、与压力有关的疾病、精神疾病、精神分裂症、神经系统疾病、帕金森病、神经退行性疾病、阿尔茨海默病、癫痫、偏头痛、物质滥用和代谢紊乱、进食障碍、糖尿病、糖尿病并发症、肥胖症、脂质代谢异常、能量消耗和吸收异常、体温稳态异常、睡眠和昼夜节律异常、心血管疾病。
• Efficient synthesis of α-substituted ethylphosphonates via CuH-catalyzed conjugate reduction of terminal alkenylphosphonate
  作者：Li Zhang、Yewen Fang、Xiaoping Jin、Ting Guo、Ruifeng Li、Yan Li、Xie Li、Yi Yang、Meijuan Yuan、Zongming Tian

  DOI：10.1016/j.tetlet.2017.10.045

  日期：2017.11

  An unprecedented approach toward synthesis of α-substituted ethylphosphonates based on CuH-catalyzed conjugate reduction of vinylphosphonates has been successfully developed. This protocol features mild conditions, broad substrate scope, good functional group compatibility, high overall efficiencies, and easy gram-scale synthesis. The Cu-catalyzed reduction takes place in a highly selective manner

  基于CuH催化的乙烯基膦酸酯的共轭还原，成功开发了一种空前的合成α-取代的乙基膦酸酯的方法。该协议具有条件温和，底物范围广，官能团兼容性好，总体效率高以及易于克级合成的特点。在带有膦酰基和烷基或芳基取代的烯烃部分的烯基膦酸酯反应的情况下，Cu催化的还原以高选择性的方式在膦酰基取代的C C键上发生。此外，竞争反应的结果表明，铜催化的乙烯基膦酸酯的共轭还原比相应的丙烯酸酯反应更具挑战性和可重复性。
• Enantioselective Synthesis of Chiral α-Aryl or α-Alkyl Substituted Ethylphosphonates via Rh-Catalyzed Asymmetric Hydrogenation with a <i>P</i>-Stereogenic BoPhoz-Type Ligand
  作者：Dao-Yong Wang、Xiang-Ping Hu、Jun Deng、Sai-Bo Yu、Zheng-Chao Duan、Zhuo Zheng

  DOI：10.1021/jo900417m

  日期：2009.6.5

  An enantioselective synthesis of optically active 1-aryl or 1-alkyl substituted ethylphosphonates, based on the first Rh-catalyzed asymmetric hydrogenation of corresponding alpha,beta-unsaturated precursors with a P-stereogenic BoPhoz-type ligand under the mild condition, was developed, in which a wide range of 1-aryl or 1-alkyl substituted ethylphosphonates were achieved in up to 98% ee.
• 4,5-DIHYDRO-OXAZOL-2-YL DERIVATIVES
  申请人：F. Hoffmann-La Roche AG

  公开号：EP2321287A1

  公开（公告）日：2011-05-18
• US8242153B2
  申请人：——

  公开号：US8242153B2

  公开（公告）日：2012-08-14