Enantioselective synthesis of (R)- and (S)-5-dimethylaminomethyl-4,5-dihydro-2(3H)-furanone methobromide - Constrained analogues of acetylcholine
S6 and R6 represent constrained analogues of acetylcholine. Two effective routes to synthesize the enantiopure title compounds starting from either D- or L-glutamic acid are reported.
Lactones, part 28: EPC-Synthesis, structure and pharmacology of 'lactonized' and 'lactamized' analogues of acetylcholine
The enantiopure γ-aminomethyl-γ-butyrolactones (S)- and (R)-4a-d represent constrained analogues of acetylcholine, which were synthesized from D- or L-glutamic acid following two different routes. In addition, the corresponding lactames (S)- and (R)-10 were prepared by enantioselective synthesis. Only moderate activity was found at acetylcholine sites at the guinea pig atrium.
Pieper,Trankle,Nieger,Mohr,Lehmann
p. 15 - 21
(2007/10/02)
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