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Darstellung von 3-Methyl-3-phenyl-1-(β-D-ribofuranosyl)-2,5-pyrrolidindion, einem Analogon von Mesuximid

✍ Scribed by Frister, Hermann ;Schlimme, Eckhard

Publisher
John Wiley and Sons
Year
1985
Tongue
English
Weight
231 KB
Volume
1985
Category
Article
ISSN
0947-3440

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✦ Synopsis

Synthesis of 3‐Methyl‐3‐phenyl‐1‐(β‐D‐ribofuranosyl)‐2,5‐pyrrolidinedione, an Analogue of Mesuximide

Reaction of (3__RS__)‐3‐methyl‐3‐phenyl‐1‐(trimethylsilyl)‐2,5‐pyrrolidinedione (4) at position 1 with 1,2,3,5‐tetra‐O‐acetyl‐β‐D‐ribofuranose in acetonitrile in the presence of tin tetrachloride yields 6. The analogous 1‐alkyl derivatives 2 and 3 are used as antiepileptics. The N‐silylation in 4 and the ribosylation site in 6 were proved by ^1^H, ^13^C, and ^29^Si NMR spectroscopy.

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