ethyl 4,4-difluoro-3-oxo-2-(triphenylphosphoranylidene)butanoate | 116998-21-1

• 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: ethyl 4,4-difluoro-3-oxo-2-(triphenylphosphoranylidene)butanoate
• 英文别名: HCF2COC(PPh3)CO2Et；Ethyl 4,4-difluoro-3-oxo-2-(triphenyl-lambda5-phosphanylidene)butanoate；ethyl 4,4-difluoro-3-oxo-2-(triphenyl-λ5-phosphanylidene)butanoate
• CAS: 116998-21-1
• 化学式: C₂₄H₂₁F₂O₃P
• 分子量: 426.4
• InChiKey: LKOADWPJPWBBSU-UHFFFAOYSA-N

物化性质

• 沸点：
  525.3±60.0 °C(Predicted)
• 密度：
  1.25±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  30
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  ethyl 4,4-difluoro-3-oxo-2-(triphenylphosphoranylidene)butanoate 130.0~260.0 ℃ 、3.07 kPa 条件下， 生成 4,4二氟丁炔酸乙酯
  参考文献：
  名称：

  [EN] SUBSTITUTED DIHYDROPYRAZOLO PYRAZINE CARBOXAMIDE DERIVATIVES
  [FR] DÉRIVÉS DE DIHYDROPYRAZOLO PYRAZINE CARBOXAMIDE SUBSTITUÉS

  摘要：

  这项发明涉及替代二氢吡唑吡嗪羧酰胺衍生物，以及它们的制备方法，还涉及它们用于制备治疗和/或预防疾病的药物，特别是心血管疾病，优选为血栓性或血栓栓塞性疾病，糖尿病，以及泌尿生殖和眼科疾病。

  公开号：

  WO2019219517A1
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 三乙胺 作用下， 以78%的产率得到ethyl 4,4-difluoro-3-oxo-2-(triphenylphosphoranylidene)butanoate
  参考文献：
  名称：

  Cyclocondensation of alkylhydrazines and .beta.-substituted acetylenic esters: synthesis of 3-hydroxypyrazoles

  摘要：

  Addition of monosubstituted alkylhydrazines to acetylenic esters with either electron-withdrawing or sterically bulky beta-substituents afforded 1-alkyl-3-hydroxy-5-substituted-pyrazoles 1 as the major regioisomeric product. By comparison, the classical cyclocondensation of alkylhydrazines with beta-keto esters gives the regioisomeric pyrazol-5-ones 2. The reaction solvent employed in these cyclocondensations can have a profound effect on regioisomeric product ratios. Addition of methylhydrazine to 5g in methylene chloride gave regiospecific formation of pyrazolinone 2o, whereas addition in water-methanol mixtures afforded hydroxypyrazole 1o as the major product. Structural assignment of regioisomers 1 and 2 are based on C-13 NMR chemical shifts, long-range heteronuclear coupling constants, and comparisons with regiochemically known hydroxypyrazoles and/or pyrazolinones. Additions of acetylene 5b to 1,1-dimethylhydrazine afforded either acyclic enehydrazone 12 or pyrazolium betaine 13 depending on the reaction conditions.

  DOI：

  10.1021/jo00047a021

文献信息

• Direct synthesis of .beta.-ketomethylenetriphenylphosphoranes from readily available phosphonium salts
  作者：Bruce C. Hamper

  DOI：10.1021/jo00258a035

  日期：1988.11
• One-pot synthesis of 4,4-difluoro-3-oxo-2-(triphenylphosphoranylidene)-δ-lactones by Reformatsky reaction
  作者：Xiang Fang、Xueyan Yang、Min Zhao、Qingfeng Di、Xiaoguang Wang、Fanhong Wu

  DOI：10.1016/j.jfluchem.2009.07.018

  日期：2009.10

  In the presence of zinc and a catalytic amount of cuprous chloride, ethyl 4-bromo-4,4-difluoro-3-oxo-2-(triphenylphosphoranylidene)butanoate 1 reacted with carbonyl compounds to give the gem-difluoromethylenated 2-(triphenylphosphoranylidene)-delta-lactones 4 in moderate to high yields. (C) 2009 Elsevier B.V. All rights reserved.
• HAMPER, BRUCE C., J. ORG. CHEM., 53,(1988) N 23, C. 5558-5562
  作者：HAMPER, BRUCE C.

  DOI：——

  日期：——
• SUBSTITUTED DIHYDROPYRAZOLO PYRAZINE CARBOXAMIDE DERIVATIVES
  申请人：Bayer Aktiengesellschaft

  公开号：EP3793559A1

  公开（公告）日：2021-03-24