*,R^*)>-phenylmethyl 2-<<<1-<<<2-(1,1-dimethylethoxy)-2-oxoethyl>thio>methyl>-3-methylbutyl>amino>carbonyl>-1-pyrrolidinecarboxylate | 101250-60-6

• 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^*)>-phenylmethyl 2-<<<1-<<<2-(1,1-dimethylethoxy)-2-oxoethyl>thio>methyl>-3-methylbutyl>amino>carbonyl>-1-pyrrolidinecarboxylate
• 英文别名: (S-(R^*,R^*))-phenylmethyl 2-({[1-({[2-(1,1-dimethylethoxy)-2-oxoethyl]thio}methyl)-3-methylbutyl]amino}carbonyl)-1-pyrrolidinecarboxylate；benzyl (2S)-2-[[(2S)-4-methyl-1-[2-[(2-methylpropan-2-yl)oxy]-2-oxoethyl]sulfanylpentan-2-yl]carbamoyl]pyrrolidine-1-carboxylate
• CAS: 101250-60-6
• 化学式: C₂₅H₃₈N₂O₅S
• 分子量: 478.653
• InChiKey: ZHFBLYXINAMFFD-SFTDATJTSA-N

物化性质

• 沸点：
  627.1±55.0 °C(Predicted)
• 密度：
  1.145±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  33
• 可旋转键数：
  13
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  110
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  *,R^*)>-phenylmethyl 2-<<<1-<<<2-(1,1-dimethylethoxy)-2-oxoethyl>thio>methyl>-3-methylbutyl>amino>carbonyl>-1-pyrrolidinecarboxylate 在 三氟乙酸 作用下， 以56%的产率得到<2S-(R^*,R^*)>-phenylmethyl 2-<<<1-<<(carboxymethyl)thio>methyl>-3-methylbutyl>amino>carbonyl>-1-pyrrolidinecarboxylate
  参考文献：
  名称：

  Modified di- and tripeptides of the C-terminal portion of oxytocin and vasopressin as possible cognition activation agents

  摘要：

  A number of peptides and modified peptides were synthesized and studied for their ability to reverse electroconvulsive shock-induced amnesia in rodents. A few of these peptides were selected for secondary evaluation in tests of short-term memory in rats and aged rhesus monkeys. A number of the peptides and modified peptides were active in the amnesia reversal test. In selected secondary tests, however, the chosen compounds failed to show significant activity in enhancing memory. New methods for preparing methyleneamino and methyleneoxy isosteres of peptides are reported. Other modified peptides also included methylenethio, methylenesulfonyl, and ethylene isosteres in place of the normal peptide amide bond.

  DOI：

  10.1021/jm00156a012
• 作为产物：
  描述：

  (S)-2-isobutylaziridine 在 硫化氢 、 氨 、 1-羟基苯并三唑 、 N,N'-二环己基碳二亚胺 作用下， 以 乙醇 为溶剂， 反应 72.0h， 生成 *,R^*)>-phenylmethyl 2-<<<1-<<<2-(1,1-dimethylethoxy)-2-oxoethyl>thio>methyl>-3-methylbutyl>amino>carbonyl>-1-pyrrolidinecarboxylate
  参考文献：
  名称：

  Modified di- and tripeptides of the C-terminal portion of oxytocin and vasopressin as possible cognition activation agents

  摘要：

  A number of peptides and modified peptides were synthesized and studied for their ability to reverse electroconvulsive shock-induced amnesia in rodents. A few of these peptides were selected for secondary evaluation in tests of short-term memory in rats and aged rhesus monkeys. A number of the peptides and modified peptides were active in the amnesia reversal test. In selected secondary tests, however, the chosen compounds failed to show significant activity in enhancing memory. New methods for preparing methyleneamino and methyleneoxy isosteres of peptides are reported. Other modified peptides also included methylenethio, methylenesulfonyl, and ethylene isosteres in place of the normal peptide amide bond.

  DOI：

  10.1021/jm00156a012

文献信息

• US4596819A
  申请人：——

  公开号：US4596819A

  公开（公告）日：1986-06-24