N-{(R)-2-(1,3-dioxoisoindolin-2-yl)-3-perfluorohexylpropanoyl}-(1R,2S,4S)-bornane-10,2-sultam | 1430817-54-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: N-{(R)-2-(1,3-dioxoisoindolin-2-yl)-3-perfluorohexylpropanoyl}-(1R,2S,4S)-bornane-10,2-sultam
• 英文别名: 2-[(2R)-1-[(1R,5S,7S)-10,10-dimethyl-3,3-dioxo-3lambda6-thia-4-azatricyclo[5.2.1.01,5]decan-4-yl]-4,4,5,5,6,6,7,7,8,8,9,9,9-tridecafluoro-1-oxononan-2-yl]isoindole-1,3-dione；2-[(2R)-1-[(1R,5S,7S)-10,10-dimethyl-3,3-dioxo-3λ6-thia-4-azatricyclo[5.2.1.01,5]decan-4-yl]-4,4,5,5,6,6,7,7,8,8,9,9,9-tridecafluoro-1-oxononan-2-yl]isoindole-1,3-dione
• CAS: 1430817-54-1
• 化学式: C₂₇H₂₃F₁₃N₂O₅S
• 分子量: 734.535
• InChiKey: OFWGHYFZBYYSHN-UFNZFVHCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.1
• 重原子数：
  48
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  100
• 氢给体数：
  0
• 氢受体数：
  18

反应信息

• 作为反应物：
  描述：

  N-{(R)-2-(1,3-dioxoisoindolin-2-yl)-3-perfluorohexylpropanoyl}-(1R,2S,4S)-bornane-10,2-sultam 在 lithium hydroxide monohydrate 、 双氧水 、 一水合肼 作用下， 以 四氢呋喃 、 乙醇 、 水 为溶剂， 反应 1.0h， 生成 (2R)-2-amino-4,4,5,5,6,6,7,7,8,8,9,9,9-tridecafluorononanoic acid
  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
• 作为产物：
  描述：

  邻苯二甲酸亚胺 在 三(三甲基硅基)硅烷 、 sodium thiosulfate 、 三苯基膦 作用下， 以 二氯甲烷 、 水 为溶剂， 生成 N-{(R)-2-(1,3-dioxoisoindolin-2-yl)-3-perfluorohexylpropanoyl}-(1R,2S,4S)-bornane-10,2-sultam
  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.