Novel synthesis of myo-inositol phosphates

C - Chemistry – Metallurgy – 07 – D

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C07D 317/70 (2006.01) C07D 493/04 (2006.01) C07F 9/02 (2006.01) C07F 9/117 (2006.01)

Patent

CA 2280132

Provided herein are novel syntheses of the phosphate-based inositol derivatives 1-O-[(+)-menthoxycarbonyl]-6-O-benzyl-2,3:4,5-di-O-isopropylidene- myo-inositol (D4P), D-myo-inositol 1,4,5-triphosphate (D-IP3), 6-O-benzyl- 2,3:4,5-di-O-isopropylidene-myo-inositol H-phosphonate (3-HP) and L-myo- inositol 1,4,5-triphosphate (L-IP3). These syntheses employ fewer column chromatography steps for the isolation of intermediates than do prior art syntheses, and hence, are more convenient, economical and efficient than are the previously known synthetic methods.

La présente invention concerne des nouveaux procédés de synthèse des dérivés d'inositol à base de phosphates, 1-O-[(+)-menthoxycarbonyl]-6-O-benzyl-2,3:4,5-di-O-isopropylidène-myo-inositol (D4P), D-myo-inositol 1,4,5-triphosphate (D-IP¿3?), 6-O-benzyl-2,3:4,5-di-isopropylidène-myo-inositol H-phosphonate (3-HP) et L-myo-inositol 1,4,5-triphosphate (L-IP¿3?). Ces synthèses utilisent un plus petit nombre de chromatographies sur colonne pour l'isolement d'intermédiaires par rapport aux procédés de synthèse de l'art antérieur, et par conséquent, elles sont plus adaptées, économiques et efficaces que les procédés de synthèse que l'on connaissait auparavant.

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