Process of preparation of valacyclovir and relevant...

C - Chemistry – Metallurgy – 07 – D

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C07D 473/18 (2006.01) A61K 31/52 (2006.01) C07C 229/30 (2006.01)

Patent

CA 2261050

Process of preparation of valacyclovir (I), wherein derivative (IV) of acyclovir (I), in which the OH group of acyclovir at the omega position has been replaced by a good leaving group Z, is reacted with an alkaline salt of L- valine (V), to give intermediate (VI), which is successively hydrolyzed in an acid medium to give the corresponding salified valacyclovir (I-A), which may be optionally transformed into valacyclovir (I).

Cette invention concerne un procédé de préparation de valacyclovir (I), lequel fait appel à un dérivé (IV) d'acyclovir (I) dans lequel le groupe OH de l'acyclovir a été remplacé à la position oméga par un groupe partant Z viable. Ce procédé consiste à faire réagir le dérivé avec un sel alcalin de L-valine (V) de manière à obtenir un produit intermédiaire (VI). Ce produit peut ensuite être hydrolysé dans un milieu acide afin de produire le valacyclovir salifié (I-A) correspondant, ce dernier pouvant éventuellement être transformé en valacyclovir (I).

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