(2R)-2-amino-4,4,5,5,6,6,7,7,8,8,9,9,9-tridecafluorononanoic acid | 1430817-61-0

• 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: (2R)-2-amino-4,4,5,5,6,6,7,7,8,8,9,9,9-tridecafluorononanoic acid
• CAS: 1430817-61-0
• 化学式: C₉H₆F₁₃NO₂
• 分子量: 407.131
• InChiKey: LIYJYHISVBHSQG-UWTATZPHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  25
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  63.3
• 氢给体数：
  2
• 氢受体数：
  16

反应信息

• 作为反应物：
  描述：

  二碳酸二叔丁酯 、 (2R)-2-amino-4,4,5,5,6,6,7,7,8,8,9,9,9-tridecafluorononanoic acid 在 sodium hydroxide 作用下， 以 1,4-二氧六环 、 水 为溶剂， 生成 (R)-2-(tert-butoxycarbonylamino)-3-perfluorohexylpropanoic 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：

  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

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.