Synthesis of (S)‐3‐heteroaryl‐2‐hydroxy‐l‐propyl benzoates by ‘ring switching’ methodology |
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Authors: | Damjana Miheli
Renata Jake Jurij Svete Branko Stanovnik Simona Goli Grdadolnik |
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Institution: | Damjana Mihelič,Renata Jakše,Jurij Svete,Branko Stanovnik,Simona GoliČ Grdadolnik |
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Abstract: | (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‐l‐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. |
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