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Saturated Heterocycles, 252. Synthesis and Stereochemistry of Stereoisomeric 6-Methyl-Substituted Pyrimido[6,1-a]Isoquinolines

✍ Scribed by Fülöp, Ferenc ;Tari, János ;Bernáth, Gábor ;Sohár, Pál ;Dancsó, András ;Argay, Gyula ;Kálmán, Alajos

Publisher
John Wiley and Sons
Year
1997
Tongue
English
Weight
666 KB
Volume
1997
Category
Article
ISSN
0947-3440

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✦ Synopsis

Abstract

Stereoisomeric (1__R__^*^,3__R__^*^)‐ and (1__R__^*^,3__S__^*^)‐6,7‐dimethoxy‐3‐methyl‐1,2,3,4‐tetrahydroisoquinoline‐1‐acetamides 5–8 react with formaldehyde or benzaldehyde to furnish stereoisomeric pyrimido[6,1‐a]isoquinolin‐2‐ones 9–18. The relative configurations and the predominant conformations of the products have been determined by NMR spectroscopy, and for (4__S__^*^,6__R__^*^,11b__R__^*^)‐9,10‐dimethoxy‐6‐methyl‐4‐phenyl‐1,3,4,6,7,11b‐hexahydropyrimido[6,1__a__]isoquinolin‐2‐one (11) by X‐ray diffraction.

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