(S)-benzyl 2-(1-((S)-1-methoxy-4-methyl-1-oxopentan-2-yl)-4-(methylthio)-1H-imidazol-2-yl)pyrrolidine-1-carboxylate | 1253056-78-8

• 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: (S)-benzyl 2-(1-((S)-1-methoxy-4-methyl-1-oxopentan-2-yl)-4-(methylthio)-1H-imidazol-2-yl)pyrrolidine-1-carboxylate
• 英文别名: benzyl (2S)-2-[1-[(2S)-1-methoxy-4-methyl-1-oxopentan-2-yl]-4-methylsulfanylimidazol-2-yl]pyrrolidine-1-carboxylate
• CAS: 1253056-78-8
• 化学式: C₂₃H₃₁N₃O₄S
• 分子量: 445.583
• InChiKey: YNMLIYTXUBWIQN-OALUTQOASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  31
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  99
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  N-苄氧羰基-L-脯氨酸 在 劳森试剂 、 1,4-dithio-D,L-threitol 、 propylphosphonic anhydride 、 三乙胺 、 N,N-二异丙基乙胺 作用下， 以 乙二醇二甲醚 、 二氯甲烷 、 乙酸乙酯 、 甲苯 、 乙腈 为溶剂， 反应 8.5h， 生成 (S)-benzyl 2-(1-((S)-1-methoxy-4-methyl-1-oxopentan-2-yl)-4-(methylthio)-1H-imidazol-2-yl)pyrrolidine-1-carboxylate
  参考文献：
  名称：

  New Family of Peptidomimetics Based on the Imidazole Motif

  摘要：

  Starting from amino acid esters, new peptidomimetics based on the imidazole scaffold were prepared. An efficient and rapid sequence consisting of two subsequent one-pot procedures was developed and applied to various aminoacids. As they provide more substitution patterns, these heterocyclic mimics are promising tools for structural and biological studies.

  DOI：

  10.1021/ol102118u

文献信息

• New Family of Peptidomimetics Based on the Imidazole Motif
  作者：Sylvain Petit、Corinne Fruit、Laurent Bischoff

  DOI：10.1021/ol102118u

  日期：2010.11.5

  Starting from amino acid esters, new peptidomimetics based on the imidazole scaffold were prepared. An efficient and rapid sequence consisting of two subsequent one-pot procedures was developed and applied to various aminoacids. As they provide more substitution patterns, these heterocyclic mimics are promising tools for structural and biological studies.