Preparation of chiral...

C - Chemistry – Metallurgy – 07 – D

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C07D 217/26 (2006.01) C07D 491/056 (2006.01)

Patent

CA 2388475

The present invention relates to a process for the production of (S)-1,2,3,4-tetrahydro--6,7-dialkoxy-3-isoquinolinecarboxylic acid compounds (1) and their derivatives from Levodopa (L-Dopa). The ultimately prepared compounds are used as intermediates for, but not limited to, the preparation of substituted derivatives of 1,2,3,4-tetrahydro--6,7-dialkoxy-3-isoquinolinecarboxylic acid (see formula 1) wherein R1 is hydrogen, lower alkyl, C2-C12 acyl, or R1O together are methylenedioxy; R2 is hydrogen, alkyl, substituted alkyl, alkenyl, substituted alkenyl, aryl, substituted aryl, aralkyl or substituted aralkyl group; and R3 is hydrogen, C2-C12 acyl group, benzyl, alkoxylcarbonyl group, or aralkoxyl carbonyl group.

La présente invention concerne un procédé de production d'acides 1, 2, 3, 4-tétrahydro-6, 7- dialkoxy-3-isoquinoléine-carboxylique et leurs dérivés à partir de levodopa (L-Dopa). Les composés finalement préparés sont utilisés comme intermédiaires pour, mais ne sont pas limités à, la production de dérivés substitués d'acides 1, 2, 3, 4-tétrahydro-6, 7-dialkoxy-3-isoquinoléine- carboxylique (voir la formule I) dans laquelle RI est l'hydrogène, l'alkyle inférieur, l'acyle en C2- C12 ou R1O ensemble sont un méthylènedioxy; R2 est l'hydrogène, l'alkyle, l'alkyle substitué, l'alkényle, l'alkényle substitué, l'aryle, l'aryle substitué, l'aralkyle ou un groupe aralkyle substitué; et R3 est l'hydrogène, un groupe acyle en C2-C12, le benzyl, un groupe alcoxyle-carbonyle, ou un groupe aralcoxyle-carbonyle.

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