5-[4-(trifluoromethyl)phenyl]-6,5'-O-anhydrouridine | 1200335-86-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 5-[4-(trifluoromethyl)phenyl]-6,5'-O-anhydrouridine
• 英文别名: (1R,10R,11S,12R)-11,12-dihydroxy-6-[4-(trifluoromethyl)phenyl]-8,13-dioxa-2,4-diazatricyclo[8.2.1.02,7]tridec-6-ene-3,5-dione
• CAS: 1200335-86-9
• 化学式: C₁₆H₁₃F₃N₂O₆
• 分子量: 386.284
• InChiKey: XASWCYODHYRJKY-IDTAVKCVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  27
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  108
• 氢给体数：
  3
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  5-[4-(trifluoromethyl)phenyl]-2',3'-isopropylidene-6,5'-O-anhydrouridine 在 三氟乙酸 作用下， 以 水 为溶剂， 反应 1.0h， 以66%的产率得到5-[4-(trifluoromethyl)phenyl]-6,5'-O-anhydrouridine
  参考文献：
  名称：

  Preparation of C-5-substituted 6,5′-O-anhydrouridine by Sn–Pd transmetallation-coupling process and their use

  摘要：

  The palladium-catalyzed reaction of 5-tributylstannyluridine derivative (9) with a variety of aryl, vinyl halides provides an efficient method for the synthesis of the corresponding 5-substituted 6,5'-O-anhydrouridines. Additionally the 5-fluoro 6,5'-O-anhydrouridine (16) via fluoro-destannylation with Selectfluor is described. A dialkylphosphonate moiety was then introduced at C5 from the allyl derivative 10a under cross-metathesis conditions. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.09.075

文献信息

• Preparation of C-5-substituted 6,5′-O-anhydrouridine by Sn–Pd transmetallation-coupling process and their use
  作者：Adam Mieczkowski、Jerome Blu、Vincent Roy、Luigi A. Agrofoglio

  DOI：10.1016/j.tet.2009.09.075

  日期：2009.11

  The palladium-catalyzed reaction of 5-tributylstannyluridine derivative (9) with a variety of aryl, vinyl halides provides an efficient method for the synthesis of the corresponding 5-substituted 6,5'-O-anhydrouridines. Additionally the 5-fluoro 6,5'-O-anhydrouridine (16) via fluoro-destannylation with Selectfluor is described. A dialkylphosphonate moiety was then introduced at C5 from the allyl derivative 10a under cross-metathesis conditions. (C) 2009 Elsevier Ltd. All rights reserved.