(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 | 1152739-04-2

• 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: (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
• 英文别名: (3R,4S,5S)-3-(9H-fluoren-9-ylmethoxycarbonylamino)-4-[2-[(2-methylpropan-2-yl)oxy]-2-oxoethyl]-1-(9-phenylfluoren-9-yl)-5-phenylmethoxycarbonylpyrrolidine-3-carboxylic acid
• CAS: 1152739-04-2
• 化学式: C₅₃H₄₈N₂O₈
• 分子量: 840.973
• InChiKey: WTCKMCPDOZHKKR-OYFMBLJPSA-N

物化性质

• 密度：
  1.35±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.9
• 重原子数：
  63
• 可旋转键数：
  15
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  132
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为反应物：
  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
• 作为产物：
  描述：

  (2S,3S,4R)-2-((benzyloxy)carbonyl)-3-((tert-butoxycarbonyl)-methyl)-4-amino-1-(9-phenyl-9H-fluoren-9-yl)pyrrolidine-4-carboxylic acid 、 9-芴甲基-N-琥珀酰亚胺基碳酸酯 在 sodium carbonate 、 盐酸 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 17.0h， 以0.78 g的产率得到(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
  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

文献信息

• Synthesis of a Carboxylate Functionalized Bis-Amino Acid Monomer
  作者：Sharad Gupta、Christian E. Schafmeister

  DOI：10.1021/jo802679n

  日期：2009.5.15

  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.