Synthesis of (S)-3-heteroaryl-2-hydroxy-1-propyl benzoates by 'ring switching' methodology

被引:13
作者
Mihelic, D
Jakse, R
Svete, J
Stanovnik, B
Grdadolnik, SG
机构
[1] Univ Ljubljana, Fac Chem & Chem Technol, Ljubljana 1000, Slovenia
[2] Natl Inst Chem, Dept NMR & Mol Modeling, LO1, Ljubljana 1000, Slovenia
关键词
D O I
10.1002/jhet.5570380610
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
(S)-5-Benzoyloxymethyl-3-[(E)-(dimethylamino)methylidene]tetrahydrofuran-2-one (6), prepared in 5 steps from L-glutamic acid (1), was used as precursor in a one step 'ring switching' synthesis of (S)-2-hydroxy-3-heteroaryl-1-propyl benzoates 13-18, 23, 24. In the reaction of 6 with 2-aminopyridine (21) and 2-amino-4,6-dimethylpyrimidine (22) the corresponding dimethylamine substitution products (25, 26) were obtained.
引用
收藏
页码:1307 / 1312
页数:6
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