[2-phenyl-1-(3-trifluoromethylbenzylcarbamoyl)ethyl]carbamic acid 4-(3,3,4,4,5,5,6,6,7,7,8,8-tridecafluorooctyl)benzyl ester

• 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: [2-phenyl-1-(3-trifluoromethylbenzylcarbamoyl)ethyl]carbamic acid 4-(3,3,4,4,5,5,6,6,7,7,8,8-tridecafluorooctyl)benzyl ester
• 英文别名: [4-(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl)phenyl]methyl N-[(2R)-1-oxo-3-phenyl-1-[[3-(trifluoromethyl)phenyl]methylamino]propan-2-yl]carbamate
• 化学式: C₃₃H₂₆F₁₆N₂O₃
• 分子量: 802.555
• InChiKey: IHQSABDRRMEVKC-XMMPIXPASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.2
• 重原子数：
  54
• 可旋转键数：
  16
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  67.4
• 氢给体数：
  2
• 氢受体数：
  19

反应信息

• 作为产物：
  描述：

  D-苯丙氨酸 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 作用下， 以 四氢呋喃 、 氯仿 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 19.0h， 生成 [2-phenyl-1-(3-trifluoromethylbenzylcarbamoyl)ethyl]carbamic acid 4-(3,3,4,4,5,5,6,6,7,7,8,8-tridecafluorooctyl)benzyl ester
  参考文献：
  名称：

  Synthesis and Reactions of Fluorous Carbobenzyloxy (^FCbz) Derivatives of α-Amino Acids

  摘要：

  Fluorous carbobenzyloxy ((F)Cbz) reagents RfCH(2)CH(2)C(6)H(4)CH(2)OC(O)OSU (where Su is succinimidoyl and Rf is C6F13 and C8F17) have been used to make FCbz derivatives of 18 of the 20 natural amino acids. The potential utility of this new family of reagents in both standard fluorous synthesis with spe separation and fluorous quasiracemic synthesis is illustrated with representative reactions of the (F)Cbz-Phe derivatives.

  DOI：

  10.1021/jo0344283

文献信息

• Synthesis and Reactions of Fluorous Carbobenzyloxy (^FCbz) Derivatives of α-Amino Acids
  作者：Dennis P. Curran、Muriel Amatore、David Guthrie、Matthew Campbell、Eisan Go、Zhiyong Luo

  DOI：10.1021/jo0344283

  日期：2003.6.1

  Fluorous carbobenzyloxy ((F)Cbz) reagents RfCH(2)CH(2)C(6)H(4)CH(2)OC(O)OSU (where Su is succinimidoyl and Rf is C6F13 and C8F17) have been used to make FCbz derivatives of 18 of the 20 natural amino acids. The potential utility of this new family of reagents in both standard fluorous synthesis with spe separation and fluorous quasiracemic synthesis is illustrated with representative reactions of the (F)Cbz-Phe derivatives.