| 1205681-73-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• CAS: 1205681-73-7
• 化学式: C₅₄H₅₈N₈O₁₅
• 分子量: 1059.1
• InChiKey: OJLVMJYOEMJJDJ-LOIOAHNJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.2
• 重原子数：
  77
• 可旋转键数：
  14
• 环数：
  11.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  282
• 氢给体数：
  4
• 氢受体数：
  16

反应信息

• 作为产物：
  描述：

  1-O-benzyl 2-O-tert-butyl 4-O-(triazolo[4,5-b]pyridin-3-yl) (2S,4S)-4-[(2-oxo-2-phenylmethoxyethyl)amino]pyrrolidine-1,2,4-tricarboxylate 、 在 N,N-二异丙基乙胺 、 N,N'-二异丙基碳二亚胺 、 氢溴酸 、 溶剂黄146 作用下， 以 N,N-二甲基甲酰胺 、 二氯甲烷 为溶剂， 反应 1.5h， 以52%的产率得到
  参考文献：
  名称：

  Synthesis of Hexa- and Pentasubstituted Diketopiperazines from Sterically Hindered Amino Acids

  摘要：

  Steric hindrance assists in the formation of hindered diketopiperazines using acyl-transfer coupling. In acyl-transfer coupling, the carboxylate of an unprotected N-alkylamino acid attacks an active ester to form a transient anhydride that undergoes an O,N acyl transfer to form a tertiary amide. If the active ester is part of an N-alkylamino acid it will form a diketopiperazine. It is demonstrated here that acyl-transfer coupling can assemble highly functionalized bis-peptides bearing a functional group on every monomer.

  DOI：

  10.1021/ol100048g

文献信息

• ACYLATION OF HINDERED AMINES AND FUNCTIONALIZED BIS-PEPTIDES OBTAINED THEREBY
  申请人：Schafmeister Christian E.

  公开号：US20110184171A1

  公开（公告）日：2011-07-28

  Functionalized bis-peptides as well as other amide-containing compounds are obtained by acylation of hindered amines. The functionalized bis-peptides are useful as shape-programmable nanostructures that are immune to denaturation and that contain arrays of functional groups having designed catalytic, protein-binding and/or sensor capabilities.
• US8895739B2
  申请人：——

  公开号：US8895739B2

  公开（公告）日：2014-11-25
• Synthesis of Hexa- and Pentasubstituted Diketopiperazines from Sterically Hindered Amino Acids
  作者：Zachary Z. Brown、Christian E. Schafmeister

  DOI：10.1021/ol100048g

  日期：2010.4.2

  Steric hindrance assists in the formation of hindered diketopiperazines using acyl-transfer coupling. In acyl-transfer coupling, the carboxylate of an unprotected N-alkylamino acid attacks an active ester to form a transient anhydride that undergoes an O,N acyl transfer to form a tertiary amide. If the active ester is part of an N-alkylamino acid it will form a diketopiperazine. It is demonstrated here that acyl-transfer coupling can assemble highly functionalized bis-peptides bearing a functional group on every monomer.