(2S,3S,4S)-benzyl 3-((tert-butoxycarbonyl)methyl)-4-(trichloromethyl)-4-hydroxy-1-(9-phenyl-9H-fluoren-9-yl)pyrrolidine-2-carboxylate | 1152739-02-0

• 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: (2S,3S,4S)-benzyl 3-((tert-butoxycarbonyl)methyl)-4-(trichloromethyl)-4-hydroxy-1-(9-phenyl-9H-fluoren-9-yl)pyrrolidine-2-carboxylate
• 英文别名: benzyl (2S,3S,4S)-4-hydroxy-3-[2-[(2-methylpropan-2-yl)oxy]-2-oxoethyl]-1-(9-phenylfluoren-9-yl)-4-(trichloromethyl)pyrrolidine-2-carboxylate
• CAS: 1152739-02-0
• 化学式: C₃₈H₃₆Cl₃NO₅
• 分子量: 693.067
• InChiKey: RYZVVYBMTPFWMU-NOPVECSPSA-N

物化性质

• 沸点：
  723.9±60.0 °C(predicted)
• 密度：
  1.342±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8
• 重原子数：
  47
• 可旋转键数：
  10
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  76.1
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (2S,3S,4S)-benzyl 3-((tert-butoxycarbonyl)methyl)-4-(trichloromethyl)-4-hydroxy-1-(9-phenyl-9H-fluoren-9-yl)pyrrolidine-2-carboxylate 在 sodium azide 、 水 、 sodium hydroxide 作用下， 以 1,4-二氧六环 为溶剂， 反应 9.0h， 以87%的产率得到(2S,3S,4R)-2-((benzyloxy)carbonyl)-3-((tert-butoxycarbonyl)-methyl)-4-azido-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
• 作为产物：
  描述：

  氯仿 、 (2S,3S)-benzyl 3-((tert-butoxycarbonyl)methyl)-4-oxo-1-(9-phenyl-9H-fluoren-9-yl)pyrrolidine-2-carboxylate 在 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 为溶剂， 以63%的产率得到(2S,3S,4S)-benzyl 3-((tert-butoxycarbonyl)methyl)-4-(trichloromethyl)-4-hydroxy-1-(9-phenyl-9H-fluoren-9-yl)pyrrolidine-2-carboxylate
  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.