methyl 3-amino-2,2-difluoro-dodecanoate | 172941-67-2

• 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: methyl 3-amino-2,2-difluoro-dodecanoate
• 英文别名: 2,2-Difluoro-3-aminododecanoic acid methyl ester；methyl 3-amino-2,2-difluorododecanoate
• CAS: 172941-67-2
• 化学式: C₁₃H₂₅F₂NO₂
• 分子量: 265.344
• InChiKey: ISOWEQZBIGJMHX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  18
• 可旋转键数：
  11
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  52.3
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  methyl 3-amino-2,2-difluoro-dodecanoate 在 WSCD*HCl 、 1-羟基苯并三唑一水物 、 三乙胺 、 三氟乙酸 作用下， 以 四氢呋喃 为溶剂， 生成 3-((S)-2-Amino-4,4-dimethyl-pentanoylamino)-2,2-difluoro-dodecanoic acid methyl ester
  参考文献：
  名称：

  Synthesis and Antifungal Activity of Rhodopeptin Analogues. 2. Modification of the West Amino Acid Moiety

  摘要：

  [GRAPHICS]Structure-activity relationships of the west amino acid modified analogues of rhodopeptins, novel antifungal tetrapeptide isolated from Rhodococcus species Mer-N1033, have been investigated, Among the analogues synthesized, 2,2-difluoro and 2-hydroxy derivatives retained the antifungal activity with better physical properties, i.e., solubility or acute toxicity.

  DOI：

  10.1021/ol005630k
• 作为产物：
  描述：

  methyl 2,2-difluoro-3-(4-methoxy-phenylamino)-dodecanoate 在 ammonium cerium(IV) nitrate 作用下， 以 水 、 乙腈 为溶剂， 生成 methyl 3-amino-2,2-difluoro-dodecanoate
  参考文献：
  名称：

  Synthesis and Antifungal Activity of Rhodopeptin Analogues. 2. Modification of the West Amino Acid Moiety

  摘要：

  [GRAPHICS]Structure-activity relationships of the west amino acid modified analogues of rhodopeptins, novel antifungal tetrapeptide isolated from Rhodococcus species Mer-N1033, have been investigated, Among the analogues synthesized, 2,2-difluoro and 2-hydroxy derivatives retained the antifungal activity with better physical properties, i.e., solubility or acute toxicity.

  DOI：

  10.1021/ol005630k

文献信息

• Synthesis and Antifungal Activity of Rhodopeptin Analogues. 2. Modification of the West Amino Acid Moiety
  作者：Kiyoshi Nakayama、Haruko C. Kawato、Hiroaki Inagaki、Ryohei Nakajima、Akihiro Kitamura、Kazuhiko Someya、Toshiharu Ohta

  DOI：10.1021/ol005630k

  日期：2000.4.1

  [GRAPHICS]Structure-activity relationships of the west amino acid modified analogues of rhodopeptins, novel antifungal tetrapeptide isolated from Rhodococcus species Mer-N1033, have been investigated, Among the analogues synthesized, 2,2-difluoro and 2-hydroxy derivatives retained the antifungal activity with better physical properties, i.e., solubility or acute toxicity.