2-Oxo-5-(4-trifluoromethyl-phenyl)-[1,3]dioxole-4-carboxylic acid benzyl ester | 188526-25-2

• 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: 2-Oxo-5-(4-trifluoromethyl-phenyl)-[1,3]dioxole-4-carboxylic acid benzyl ester
• 英文别名: Benzyl 2-oxo-5-[4-(trifluoromethyl)phenyl]-1,3-dioxole-4-carboxylate
• CAS: 188526-25-2
• 化学式: C₁₈H₁₁F₃O₅
• 分子量: 364.278
• InChiKey: ABMMSGHXDZFUFZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  2-Oxo-5-(4-trifluoromethyl-phenyl)-[1,3]dioxole-4-carboxylic acid benzyl ester 在 palladium hydroxide - carbon 草酰氯 、 四溴化碳 、 氢气 、 N,N-二甲基甲酰胺 、 三苯基膦 作用下， 以 乙醇 、 二氯甲烷 为溶剂， -78.0~20.0 ℃ 、101.33 kPa 条件下， 生成 4-bromomethyl-5-(4-trifluoromethyl-phenyl)-[1,3]dioxol-2-one
  参考文献：
  名称：

  A general synthesis of dioxolenone prodrug moieties

  摘要：

  A general method for the synthesis of dioxolenone prodrug moieties from appropriately substituted beta-ketoesters is described. This novel and versatile sequence allows for the synthesis of alkyl- or aryl-substituted dioxolenone alcohols 8 or bromides 9. Coupling of the bromides 9 to prepare bis-dioxolenone phosphonate prodrug esters is also presented. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)02386-3
• 作为产物：
  描述：

  (4-三氟甲基苯甲酰基)乙酸乙酯 在 dirhodium tetraacetate 4-二甲氨基吡啶 、 对甲苯磺酰叠氮 、 三乙胺 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 水 、 甲苯 、 乙腈 为溶剂， 生成 2-Oxo-5-(4-trifluoromethyl-phenyl)-[1,3]dioxole-4-carboxylic acid benzyl ester
  参考文献：
  名称：

  A general synthesis of dioxolenone prodrug moieties

  摘要：

  A general method for the synthesis of dioxolenone prodrug moieties from appropriately substituted beta-ketoesters is described. This novel and versatile sequence allows for the synthesis of alkyl- or aryl-substituted dioxolenone alcohols 8 or bromides 9. Coupling of the bromides 9 to prepare bis-dioxolenone phosphonate prodrug esters is also presented. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)02386-3

文献信息

• A general synthesis of dioxolenone prodrug moieties
  作者：Chong-Qing Sun、Peter T.W. Cheng、Jay Stevenson、Tamara Dejneka、Baerbel Brown、Tammy C. Wang、Jeffrey A. Robl、Michael A. Poss

  DOI：10.1016/s0040-4039(01)02386-3

  日期：2002.2

  A general method for the synthesis of dioxolenone prodrug moieties from appropriately substituted beta-ketoesters is described. This novel and versatile sequence allows for the synthesis of alkyl- or aryl-substituted dioxolenone alcohols 8 or bromides 9. Coupling of the bromides 9 to prepare bis-dioxolenone phosphonate prodrug esters is also presented. (C) 2002 Elsevier Science Ltd. All rights reserved.