(E)-3-(2-fluoro-1-trityl-1H-imidazol-4-yl)-acrylic acid ethyl ester | 464924-56-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: (E)-3-(2-fluoro-1-trityl-1H-imidazol-4-yl)-acrylic acid ethyl ester
• 英文别名: ethyl (E)-3-(2-fluoro-1-tritylimidazol-4-yl)prop-2-enoate
• CAS: 464924-56-9
• 化学式: C₂₇H₂₃FN₂O₂
• 分子量: 426.49
• InChiKey: FJMUPGBDBXERHX-VHEBQXMUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  32
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  44.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (E)-3-(2-fluoro-1-trityl-1H-imidazol-4-yl)-acrylic acid ethyl ester 在 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 3.5h， 以58%的产率得到(E)-3-(2-fluoro-1H-imidazol-4-yl)-acrylic acid ethyl ester
  参考文献：
  名称：

  Syntheses of E- and Z-2- and 4-fluorourocanic acids

  摘要：

  Homer-Wadsworth-Emmons olefination of ring-fluorinated N-trityl-imidazole carboxaldehydes with dialkyphosphonoacetic acid esters produced ring-fluorinated imidazolyl-E- and Z-acrylate esters. Stereochemistry was controlled by choice of phoshonate. Acid catalyzed removal of trityl followed by ester saponification gave the target 2- and 4-fluoro-E- and Z-urocanic acid derivatives. These are being investigated as potential mediators of photo-immunosupression. (C) 2002 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0022-1139(02)00045-3
• 作为产物：
  描述：

  磷酰基乙酸三乙酯 、 1-trityl-2-fluoroimidazole-4-carboxaldehyde 在 18-冠醚-6 、 双(三甲基硅烷基)氨基钾 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 2.25h， 以83%的产率得到(E)-3-(2-fluoro-1-trityl-1H-imidazol-4-yl)-acrylic acid ethyl ester
  参考文献：
  名称：

  Syntheses of E- and Z-2- and 4-fluorourocanic acids

  摘要：

  Homer-Wadsworth-Emmons olefination of ring-fluorinated N-trityl-imidazole carboxaldehydes with dialkyphosphonoacetic acid esters produced ring-fluorinated imidazolyl-E- and Z-acrylate esters. Stereochemistry was controlled by choice of phoshonate. Acid catalyzed removal of trityl followed by ester saponification gave the target 2- and 4-fluoro-E- and Z-urocanic acid derivatives. These are being investigated as potential mediators of photo-immunosupression. (C) 2002 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0022-1139(02)00045-3

文献信息

• Cephalosporin derivatives
  申请人：ICI PHARMA

  公开号：EP0055562A2

  公开（公告）日：1982-07-07

  A cephalosporin derivative of the formula :- in which R0 is a hydrogen atom or a methyl radical; R' is any one of the C-3 substituents from antibacterially-active cephalosporins known in the art; R2 is any one of the C-4 substituents from antibacterially-active cephalosporins known in the art; R3 is a hydrogen atom or a 1-6C alkoxy or 1-6C alkylthio radical; X1 is a sulphur or oxygen atom, a CH2 radical or a radical of the formula NR7 in which R7 is a hydrogen atom, a 1-6C alkyl, formyl or benzyl radical; X2 is a nitrogen atom or a radical of the formula R4 and R7, and R5 and R6 are a variety of substituents which are described in the specification; and the pharmaceutically-acceptable acid- or base- addition salts thereof. Pharmaceutical compositions, manufacturing processes and intermediates are also described.

  一种头孢菌素衍生物，其式为 其中 R0 是氢原子或甲基基；R'是本领域已知抗菌活性头孢菌素的 C-3 取代基中的任一种；R2 是本领域已知抗菌活性头孢菌素的 C-4 取代基中的任一种；R3 是氢原子或 1-6C 烷氧基或 1-6C 烷硫基； X1 是硫或氧原子、CH2 自由基或式 NR7 的自由基，其中 R7 是氢原子、1-6C 烷基、甲酰基或苄基； X2 是氮原子或式 NR7 的自由基。 R4 和 R7 以及 R5 和 R6 是说明书中描述的各种取代基；以及它们的药学上可接受的酸或碱加成盐。此外，还介绍了药物组合物、生产工艺和中间体。
• US4492692A
  申请人：——

  公开号：US4492692A

  公开（公告）日：1985-01-08
• Syntheses of E- and Z-2- and 4-fluorourocanic acids
  作者：Junfa Fan、Bohumil Dolensky、In Ho Kim、Kenneth L Kirk

  DOI：10.1016/s0022-1139(02)00045-3

  日期：2002.6

  Homer-Wadsworth-Emmons olefination of ring-fluorinated N-trityl-imidazole carboxaldehydes with dialkyphosphonoacetic acid esters produced ring-fluorinated imidazolyl-E- and Z-acrylate esters. Stereochemistry was controlled by choice of phoshonate. Acid catalyzed removal of trityl followed by ester saponification gave the target 2- and 4-fluoro-E- and Z-urocanic acid derivatives. These are being investigated as potential mediators of photo-immunosupression. (C) 2002 Elsevier Science B.V. All rights reserved.