A benzotriazole-mediated route to protected marine-derived hetero-2,5-diketopiperazines containing proline.

A benzotriazole-mediated route to protected marine-derived hetero-2,5-diketopiperazines containing proline.
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苯并三唑介导的含有脯氨酸的受保护海洋来源的杂-2,5-二酮哌嗪的路线。

DOI:
10.1039/c5ob00023h
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发表时间:
2015
影响因子:
3.2
通讯作者:
Katritzky,AlanR
Katritzky,AlanR
中科院分区:
化学3区
文献类型:
--
作者:
Nsengiyumva,Olivier;Hamedzadeh,Sadra;McDaniel,James;Macho,Jocelyn;Simpson,Grant;Panda,SivaS;Ha,Khanh;Lebedyeva,Iryna;Faidallah,HassanM;Al-Mohammadi,ManalMetgen;Hall,CDennis;Katritzky,AlanR

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本文介绍了在分子量活化下,三乙胺促进含脯氨酸衍生物的二肽酰苯并三唑的环化反应。该反应对于各种二肽基苯并三唑是通用的,并且代表了用于制备Pro-或Hyp-derived 2,5-二酮哌嗪(2,5-DKP)和具有二硫键接头的双-DKP的非常实用和方便的方法。该方法可用于2,5-DKP化合物库的构建和以哌嗪二酮为核心的天然产物的合成。
A procedure for the cyclization of dipeptidoyl benzotriazolides containing proline derivatives promoted by triethylamine under MW activation is introduced. The reaction is general for a variety of dipeptidoyl benzotriazolides and represents a very practical and convenient method for the preparation of Pro- or Hyp-derived 2,5-diketopiperazines (2,5-DKPs) and bis-DKPs with a disulfide linker. This method can be used for the construction of 2,5-DKP compound libraries and for the synthesis of natural products with diketopiperazine cores.