(R)-2-[((R)-Pyrrolidine-2-carbonyl)-amino]-pentanedioic acid dibenzyl ester | 853400-85-8

• 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: (R)-2-[((R)-Pyrrolidine-2-carbonyl)-amino]-pentanedioic acid dibenzyl ester
• CAS: 853400-85-8
• 化学式: C₂₄H₂₈N₂O₅
• 分子量: 424.497
• InChiKey: FLNUYOLYWWFUDV-NHCUHLMSSA-N

物化性质

• 沸点：
  616.1±55.0 °C(Predicted)
• 密度：
  1.203±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.49
• 重原子数：
  31.0
• 可旋转键数：
  10.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  93.73
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (R)-2-[((R)-Pyrrolidine-2-carbonyl)-amino]-pentanedioic acid dibenzyl ester 在 palladium on activated charcoal 氢气 、 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 生成 H-Gly-D-Pro-D-Glu-OH
  参考文献：
  名称：

  Analogues of the neuroprotective tripeptide Gly-Pro-Glu (GPE): synthesis and structure–activity relationships

  摘要：

  A series of GPE analogues, including modifications at the Pro and/or Glu residues, was prepared and evaluated for their NMDA binding and neuroprotective effects. Main results suggest that the pyrrolidine ring puckering of the Pro residue plays a key role in the biological responses, while the preference for cis or trans rotamers around the Gly-Pro peptide bond is not important. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.03.015
• 作为产物：
  描述：

  (R)-2-[((R)-1-tert-Butoxycarbonyl-pyrrolidine-2-carbonyl)-amino]-pentanedioic acid dibenzyl ester 在 盐酸 作用下， 以 乙酸乙酯 为溶剂， 生成 (R)-2-[((R)-Pyrrolidine-2-carbonyl)-amino]-pentanedioic acid dibenzyl ester
  参考文献：
  名称：

  Analogues of the neuroprotective tripeptide Gly-Pro-Glu (GPE): synthesis and structure–activity relationships

  摘要：

  A series of GPE analogues, including modifications at the Pro and/or Glu residues, was prepared and evaluated for their NMDA binding and neuroprotective effects. Main results suggest that the pyrrolidine ring puckering of the Pro residue plays a key role in the biological responses, while the preference for cis or trans rotamers around the Gly-Pro peptide bond is not important. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.03.015