(2S,3S,4R)-2-benzyl 4-(2,2,3,3-tetrafluoropropyl) 3-((tert-butoxycarbonyl)methyl)-4-((9H-fluoren-9-yl)methoxycarbonylamino)-1-(9-phenyl-9H-fluoren-9-yl)pyrrolidine-2,4-dicarboxylate | 1152739-05-3

• 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: (2S,3S,4R)-2-benzyl 4-(2,2,3,3-tetrafluoropropyl) 3-((tert-butoxycarbonyl)methyl)-4-((9H-fluoren-9-yl)methoxycarbonylamino)-1-(9-phenyl-9H-fluoren-9-yl)pyrrolidine-2,4-dicarboxylate
• 英文别名: 2-O-benzyl 4-O-(2,2,3,3-tetrafluoropropyl) (2S,3S,4R)-4-(9H-fluoren-9-ylmethoxycarbonylamino)-3-[2-[(2-methylpropan-2-yl)oxy]-2-oxoethyl]-1-(9-phenylfluoren-9-yl)pyrrolidine-2,4-dicarboxylate
• CAS: 1152739-05-3
• 化学式: C₅₆H₅₀F₄N₂O₈
• 分子量: 955.015
• InChiKey: VOGJBFXYMRHGJH-STBBWZPZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.1
• 重原子数：
  70
• 可旋转键数：
  19
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  121
• 氢给体数：
  1
• 氢受体数：
  13

反应信息

• 作为反应物：
  描述：

  二碳酸二叔丁酯 、 (2S,3S,4R)-2-benzyl 4-(2,2,3,3-tetrafluoropropyl) 3-((tert-butoxycarbonyl)methyl)-4-((9H-fluoren-9-yl)methoxycarbonylamino)-1-(9-phenyl-9H-fluoren-9-yl)pyrrolidine-2,4-dicarboxylate 在 palladium 10% on activated carbon 、 氢气 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 23.0h， 以83%的产率得到(2S,3S,4R)-4-((2,2,3,3-tetrafluoropropoxy)carbonyl)-1-(tert-butoxycarbonyl)-3-((tert-butoxycarbonyl)methyl)-4-((9H-fluoren-9-yl)methoxycarbonylamino)pyrrolidine-2-carboxylic acid
  参考文献：
  名称：

  Synthesis of a Carboxylate Functionalized Bis-Amino Acid Monomer

  摘要：

  The synthesis of the first functionalized bis-amino acid monomer proAc(2S3S4R) 1 that carries an acetyl side chain is presented. This monomer was incorporated into oligomer 3 and the solution phase structure was determined by using two-dimensional nuclear magnetic resonance. The solution structure confirmed the intended connectivity and stereochemistry of the oligomer. This first functionalized bis-amino acid represents a milestone toward functionalized bis-peptide nanostructures for catalytic, molecular recognition, and nanotechnology applications.

  DOI：

  10.1021/jo802679n
• 作为产物：
  描述：

  四氟丙醇 、 (2S,3S,4R)-2-((benzyloxy)carbonyl)-3-((tert-butoxycarbonyl)-methyl)-4-((9H-fluoren-9-yl)methoxycarbonylamino)-1-(9-phenyl-9H-fluoren-9-yl)pyrrolidine-4-carboxylic acid 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 18.0h， 以89%的产率得到(2S,3S,4R)-2-benzyl 4-(2,2,3,3-tetrafluoropropyl) 3-((tert-butoxycarbonyl)methyl)-4-((9H-fluoren-9-yl)methoxycarbonylamino)-1-(9-phenyl-9H-fluoren-9-yl)pyrrolidine-2,4-dicarboxylate
  参考文献：
  名称：

  Synthesis of a Carboxylate Functionalized Bis-Amino Acid Monomer

  摘要：

  The synthesis of the first functionalized bis-amino acid monomer proAc(2S3S4R) 1 that carries an acetyl side chain is presented. This monomer was incorporated into oligomer 3 and the solution phase structure was determined by using two-dimensional nuclear magnetic resonance. The solution structure confirmed the intended connectivity and stereochemistry of the oligomer. This first functionalized bis-amino acid represents a milestone toward functionalized bis-peptide nanostructures for catalytic, molecular recognition, and nanotechnology applications.

  DOI：

  10.1021/jo802679n