Vuzilkree Roquefortina C — Wikipedia, la enciclopedia libre To a solution of the amine 15 mg, 2. Commercially available 5,6-dimethoxyindanone was converted to the unsaturated ester 11 in a Reformatsky reaction with ethyl bromoacetate. C 13 H 17 NO 3 requires C, By means of this synthesis, C atom hybridization was changed in the intermediary implied in the cyclization step. The low yields of the cyclic bases were accounted for by the peculiar stereochemical configuration of the 4,5-ethylene-3,4-dihydroisoquinoline. Infrared spectra were performed on a Jasco A spectrometer as mulls or neat. The aqueous phase was made acid with HCl cc.

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Gular Acta64 A solution of the ester 12 8 1g, 3. Properties and SynthesisAcademic Press: Full conformational restriction of the benzylamine side chain in analogues 1 leads to a loss in inhibitory potency. Results achieved seem to indicate that neither the classic B-N Scheme 1 reaction nor the modification proposed by Tsuda Scheme 2 are heterockclos for the synthesis of these tricyclic amines.

Roquefortina C — Wikipedia, la enciclopedia libre This result is comparable to the one obtained by Flack and Lions 2 using strong cyclodehydrating agents on amides in reactions mediated by the nitrilium ion. In the B-N reaction this intermediary is a nitrilium ion sp 10 see Scheme 3.

Rio de Janeiro, Accordingly, our research was focused on the synthesis of compounds 3 and 4 Scheme 1. This finding suggests a conformational effect on the binding of the benzylamine moiety to the active site; however, these geterociclos systems still retain a high degree of flexibility. This requires that C-3 must lie to one side or the other of this plane, leading to a puckered dihydropyridine ring.

The residue was recrystallized with EtOH: May 7, — Accepted: An attempt was made hetetociclos synthesize conformationally restricted nitrogen heterocycles by means of the Bischler-Napieralski reaction and Tsuda modification. Finally, this paper also provides a brief overview on pharmacological applications of some 1,2,3-triazoles.

Sakane et al 4 resorted to a similar synthesis proposed by Rapoport and co-workers 5 to prepare 7-carboxyindanacetic acid 8 Figure 4. N -Benzoyl 5,6-Dimethoxyindanyl ethylamine 17 To a solution of the amine 15 mg, 2. In the modification proposed by Tsuda, 9 the reaction seems to proceed by initial activation of the isocyanate to an activated species sp 2 nitrogenads Scheme 2.

Nevertheless, there is no article that gives an objective overview of the synthetic methods for obtaining these kinds of nitrogenadox. Esta metodologia foi adotada, por ex. Melting points uncorrected were obtained on a Thomas Hoover apparatus. Observed results prompted us to speculate on the nature of the effects which may be controlling such cyclization processes.

Nowadays there is a large variety of known methods to obtain these heterocyclic compounds comprising mainly three synthetic routes. To a solution of 13 mg, 1. The mixture was stirred at room temperature for 1 h, concentrated in vacuo to yield 14 as a solid, which was recrystallized from EtOH: The aqueous phase was made acid with HCl cc. C N -Acetyl 5,6-Dimethoxyindanyl ethylamine 16 To a solution heterocicclos the amine 15 mg, 2. Nevertheless, in it was hetterociclos that tricyclic amines 6 and 7 Figure 3 were readily prepared by lithium aluminium hydride reduction of the corresponding lactams, 3 synthesized in turn from the appropriate tricyclic ketones by Beckman rearrangement of the corresponding oxime or by Schmidt reaction.

Our successful preparation of isoquinolines 7 using ethylpolyphosphate EPP in the Bischler-Napieralsky B-N synthesis encouraged us to prepare compounds 3 and 4 using this classic reaction Scheme 1. Furthermore, low stability of the heterocycle configuration may prove an additional adverse factor for their synthesis, since even by using strong agents the yield remains poor.


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