Improved synthesis of 13C,2H3- and 2H3-salmeterol by Cs2CO3-mediated monoalkylation of a primary amine

被引：0
作者：
Molinski, TF
Stanley, SD
机构：
[1] Univ Calif Davis, Dept Chem, Davis, CA 95616 USA
[2] Univ Calif Davis, KL Maddy Equine Analyt Chem Lab, Davis, CA 95616 USA
来源：
JOURNAL OF LABELLED COMPOUNDS & RADIOPHARMACEUTICALS | 2002年 / 45卷 / 09期
关键词：
phenethylamine; bronchodilator; deuterium; carbon-13; mass spectrometry;
D O I：
10.1002/jlcr.595
中图分类号：
Q5 [生物化学];
学科分类号：
071010 ; 081704 ;
摘要：
An abbreviated synthesis of isotopically labelled salmeterol has been achieved. The key improvement utilizes a highly selective Cs2CO3-mediated one-pot alkylation of benzylamine by 6-bromo-1-(4'-phenylbutoxy)hexane to prepare the limiting reagent, 6-N-benzylamino-1-(4-phenylbutoxy)hexane without overalkylation. The method was applied to synthesis of the title compounds in > 97 at% isotopic purity. Copyright (C) 2002 John Wiley Sons, Ltd.
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收藏
页码：755 / 762
页数：8
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