Total synthesis of the COPD biomarker desmosine via Sonogashira and Negishi cross-coupling reactions

被引：25
|
作者：
Yanuma, Hiroto [1 ]
Usuki, Toyonobu [1 ]
机构：
[1] Sophia Univ, Fac Sci & Technol, Dept Mat & Life Sci, Chiyoda Ku, Tokyo 1028554, Japan
来源：
TETRAHEDRON LETTERS | 2012年 / 53卷 / 44期
关键词：
Desmosine; Biomarker; Elastin; Total synthesis; Sonogashira cross-coupling; Negishi cross-coupling; LC-MS/MS; ISODESMOSINE; QUANTITATION; LINKAGES; FUTURE; URINE;
D O I：
10.1016/j.tetlet.2012.08.084
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Desmosine, a crosslinking pyridinium amino acid of elastin, is an attractive biomarker for the diagnosis of chronic obstructive pulmonary disease (COPD). In this study, the total synthesis of (+)-desmosine is reported utilizing chemo- and regioselective Sonogashira and Negishi cross-coupling reactions in 15% yield over six steps. (C) 2012 Elsevier Ltd. All rights reserved.
引用
收藏
页码：5920 / 5922
页数：3
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