Application of Dimedone Enamines as Protecting Groups for Amines and Peptides

被引：15

作者：

Chithanna, Sivanna ^{[1
]}

Vyasamudri, Sameer ^{[1
]}

Yang, Ding-Yah ^{[1
]}

机构：

[1] Tunghai Univ, Dept Chem, Taichung 40704, Taiwan

来源：

ORGANIC LETTERS | 2020年 / 22卷 / 06期

关键词：

SOLID-PHASE SYNTHESIS; DDE; STRATEGY; ACIDS; FMOC; BOC;

D O I：

10.1021/acs.orglett.0c00586

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A simple protocol for the protection of amines was realized through a base-catalyzed one-pot reaction of dimedone, beta-nitroalkene, and amine. Employing this strategy, a variety of amines/amino acids were protected in excellent yields. These acid/base stable protected amines can be deprotected by either ethylene diamine or hydrazine hydrate under mild conditions. The practical application of this orthogonal protecting group was demonstrated by the synthesis of cyclic peptide melanotan II via SPPS.

引用

收藏

页码：2391 / 2395

页数：5

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