benzyl N-[(2S)-1-(2,5-dihydropyrrol-1-yl)-4-methylsulfanyl-1-oxobutan-2-yl]carbamate | 492450-92-7

• 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: benzyl N-[(2S)-1-(2,5-dihydropyrrol-1-yl)-4-methylsulfanyl-1-oxobutan-2-yl]carbamate
• CAS: 492450-92-7
• 化学式: C₁₇H₂₂N₂O₃S
• 分子量: 334.439
• InChiKey: XITVJSSNLUZBDN-HNNXBMFYSA-N

物化性质

• 沸点：
  553.5±50.0 °C(Predicted)
• 密度：
  1.219±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  23
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  83.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  benzyl N-[(2S)-1-(2,5-dihydropyrrol-1-yl)-4-methylsulfanyl-1-oxobutan-2-yl]carbamate 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 2-(3,4-dichlorophenyl)-N-[(2S)-1-(2,5-dihydropyrrol-1-yl)-4-methylsulfanylbutan-2-yl]-N-methylacetamide
  参考文献：
  名称：

  3-Pyrroline containing arylacetamides

  摘要：

  A series of 2-(substituted phenyl)-N-methyl-N-[(1S)-1-(substituted alkyl)-2-(1-(3-pyrrolinyl))ethyl]acetamides were synthesized and evaluated as highly selective kappa-agonists with K-i values in low nanomolar range. 3-Pyrroline incorporated into the basic amino functionality in combination with 2-(methylthio)ethyl substituent on the carbon adjacent to the amide nitrogen remarkably enhanced the K-selectivity. 3,4-Dichlorophenyl derivative le was found the most potent and selective analgesic in this series with ED50 value of 0.023 mg/kg. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00429-8
• 作为产物：
  描述：

  3-吡咯啉 、 N-Cbz-L-蛋氨酸 在 N-甲基吗啉 、 氯甲酸异丁酯 作用下， 生成 benzyl N-[(2S)-1-(2,5-dihydropyrrol-1-yl)-4-methylsulfanyl-1-oxobutan-2-yl]carbamate
  参考文献：
  名称：

  3-Pyrroline containing arylacetamides

  摘要：

  A series of 2-(substituted phenyl)-N-methyl-N-[(1S)-1-(substituted alkyl)-2-(1-(3-pyrrolinyl))ethyl]acetamides were synthesized and evaluated as highly selective kappa-agonists with K-i values in low nanomolar range. 3-Pyrroline incorporated into the basic amino functionality in combination with 2-(methylthio)ethyl substituent on the carbon adjacent to the amide nitrogen remarkably enhanced the K-selectivity. 3,4-Dichlorophenyl derivative le was found the most potent and selective analgesic in this series with ED50 value of 0.023 mg/kg. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00429-8

文献信息

• 3-Pyrroline containing arylacetamides
  作者：Qi-Yong Mou、Jie Chen、You-Cheng Zhu、De-He Zhou、Zhi-Qiang Chi、Ya-Qiu Long

  DOI：10.1016/s0960-894x(02)00429-8

  日期：2002.9

  A series of 2-(substituted phenyl)-N-methyl-N-[(1S)-1-(substituted alkyl)-2-(1-(3-pyrrolinyl))ethyl]acetamides were synthesized and evaluated as highly selective kappa-agonists with K-i values in low nanomolar range. 3-Pyrroline incorporated into the basic amino functionality in combination with 2-(methylthio)ethyl substituent on the carbon adjacent to the amide nitrogen remarkably enhanced the K-selectivity. 3,4-Dichlorophenyl derivative le was found the most potent and selective analgesic in this series with ED50 value of 0.023 mg/kg. (C) 2002 Elsevier Science Ltd. All rights reserved.