(3S,4S)-1,4-Dibenzyl-pyrrolidine-3-carboxylic acid [(S)-1-(carbamoylmethyl-carbamoyl)-3-methyl-butyl]-amide | 218431-71-1

• 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: (3S,4S)-1,4-Dibenzyl-pyrrolidine-3-carboxylic acid [(S)-1-(carbamoylmethyl-carbamoyl)-3-methyl-butyl]-amide
• CAS: 218431-71-1
• 化学式: C₂₇H₃₆N₄O₃
• 分子量: 464.608
• InChiKey: KCVXKBVPOIDNGM-SMIHKQSGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.11
• 重原子数：
  34.0
• 可旋转键数：
  11.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  104.53
• 氢给体数：
  3.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (3S,4S)-1,4-Dibenzyl-pyrrolidine-3-carboxylic acid [(S)-1-(carbamoylmethyl-carbamoyl)-3-methyl-butyl]-amide 在 palladium dihydroxide 氢气 作用下， 以 甲醇 为溶剂， 反应 20.0h， 生成 (3S,4S)-N-[(2S)-1-[(2-amino-2-oxoethyl)amino]-4-methyl-1-oxopentan-2-yl]-4-benzylpyrrolidine-3-carboxamide
  参考文献：
  名称：

  β-Analogs of PLG (l-prolyl-l-leucyl-glycinamide): Ex-chiral pool syntheses and dopamine D2 receptor modulating effects

  摘要：

  Starting from (S)- and (R)-aspartic acid enantiomerically pure P-proline derivatives were synthesized. These chiral building blocks were transformed into P-analogs of the dopamine receptor modulating peptide PLG. According to dopamine receptor binding studies, significant enhancement of [H-3]pramipexole binding was observed for the isomeres 1a,b and 2a-c. The derivative Ib revealed an activity comparable to PLG. (C) 1998 Elsevier Science Ltd. Air rights reserved.

  DOI：

  10.1016/s0960-894x(98)00507-1
• 作为产物：
  描述：

  {(S)-2-[((3S,4S)-1,4-Dibenzyl-pyrrolidine-3-carbonyl)-amino]-4-methyl-pentanoylamino}-acetic acid ethyl ester 在 氨 作用下， 以 甲醇 为溶剂， 反应 72.0h， 以99%的产率得到(3S,4S)-1,4-Dibenzyl-pyrrolidine-3-carboxylic acid [(S)-1-(carbamoylmethyl-carbamoyl)-3-methyl-butyl]-amide
  参考文献：
  名称：

  β-Analogs of PLG (l-prolyl-l-leucyl-glycinamide): Ex-chiral pool syntheses and dopamine D2 receptor modulating effects

  摘要：

  Starting from (S)- and (R)-aspartic acid enantiomerically pure P-proline derivatives were synthesized. These chiral building blocks were transformed into P-analogs of the dopamine receptor modulating peptide PLG. According to dopamine receptor binding studies, significant enhancement of [H-3]pramipexole binding was observed for the isomeres 1a,b and 2a-c. The derivative Ib revealed an activity comparable to PLG. (C) 1998 Elsevier Science Ltd. Air rights reserved.

  DOI：

  10.1016/s0960-894x(98)00507-1