Esters of heterocyclic γ-amino alcohols |
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Authors: | E T Golovin A P Nikiforova B V Unkovskii |
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Institution: | (1) M. V. Lomonosov Moscow Institute of Fine Chemical Technology, 119831 Moscow |
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Abstract: | Reduction of cis-3-cyano-4-hydroxypiperidines with lithium aluminum hydride (LAH) gave cis-3-aminomethyl-4-hydroxypiperidines, which were converted to cis-3-dimethylaminomethyl-4-hydroxypiperidines by methylation with formaldehyde and formic acid. Acylation of the methylated compounds with benzoyl and cinnatnoyl chlorides gave the corresponding esters. Condensation of cis-3-aminomethyl-4-hydroxypiperidines with formaldehyde gave perhydropyrido3,4-e]1,3]oxazines, which were converted to 3-methylaminomethyl-4-hydroxypiperidines by means of LAH. The cis isomers of the corresponding O,N-diacyl derivatives of these amino alcohols were obtained by acylation with acetic anhydride and benzoyl and cinnamoyl chlorides.See 1] for communication V.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1363–1368, October, 1978. |
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