ethyl 4,4-difluoro-5-oxopyrrolidine-2-carboxylate | 1274722-80-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: ethyl 4,4-difluoro-5-oxopyrrolidine-2-carboxylate
• 英文别名: Ethyl 4,4-difluoro-5-oxopyrrolidine-2-carboxylate
• CAS: 1274722-80-3
• 化学式: C₇H₉F₂NO₃
• 分子量: 193.15
• InChiKey: FHDFBVBHUOUKRL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  ethyl α-phthalimidoacrylate 在 三(三甲基硅基)硅烷 、 一水合肼 、 sodium thiosulfate 作用下， 以 乙醚 、 二氯甲烷 、 水 为溶剂， 反应 21.0h， 生成 ethyl 4,4-difluoro-5-oxopyrrolidine-2-carboxylate
  参考文献：
  名称：

  Photoinduced radical hydroperfluoroalkylation and the synthesis of fluorinated amino acids and peptides

  摘要：

  The photoinduced radical hydroperfluoroalkylation of unsaturated carboxylic acids using TTMSS as a H-donor was successfully developed. The stereoselective reaction using Oppolzer's camphorsultum was also achieved to give high stereoselectivity. The reaction was also effective for N-phthalimide-dehydroamino acid and the product was easily converted to the corresponding amino acid and a peptide derivative. (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2013.02.019

文献信息

• Photoinduced radical hydroperfluoroalkylation and the synthesis of fluorinated amino acids and peptides
  作者：Tomoko Yajima、Kanako Yamaguchi、Rie Hirokane、Emiko Nogami

  DOI：10.1016/j.jfluchem.2013.02.019

  日期：2013.6

  The photoinduced radical hydroperfluoroalkylation of unsaturated carboxylic acids using TTMSS as a H-donor was successfully developed. The stereoselective reaction using Oppolzer's camphorsultum was also achieved to give high stereoselectivity. The reaction was also effective for N-phthalimide-dehydroamino acid and the product was easily converted to the corresponding amino acid and a peptide derivative. (C) 2013 Elsevier B.V. All rights reserved.