{(S)-2-[((3S,4R)-1,4-Dibenzyl-pyrrolidine-3-carbonyl)-amino]-4-methyl-pentanoylamino}-acetic acid ethyl ester | 218431-72-2

• 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: {(S)-2-[((3S,4R)-1,4-Dibenzyl-pyrrolidine-3-carbonyl)-amino]-4-methyl-pentanoylamino}-acetic acid ethyl ester
• CAS: 218431-72-2
• 化学式: C₂₉H₃₉N₃O₄
• 分子量: 493.646
• InChiKey: ZRNCQRSMSSFPRZ-NXCFDTQHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.19
• 重原子数：
  36.0
• 可旋转键数：
  12.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  87.74
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  {(S)-2-[((3S,4R)-1,4-Dibenzyl-pyrrolidine-3-carbonyl)-amino]-4-methyl-pentanoylamino}-acetic acid ethyl ester 在 palladium dihydroxide 氨 、 氢气 作用下， 以 甲醇 为溶剂， 反应 92.0h， 生成 (3S,4R)-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：

  (3S,4R)-1,4-Dibenzyl-pyrrolidine-3-carboxylic acid 在 N-甲基吗啉 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 生成 {(S)-2-[((3S,4R)-1,4-Dibenzyl-pyrrolidine-3-carbonyl)-amino]-4-methyl-pentanoylamino}-acetic acid ethyl ester
  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