Preparation of glutaric acid derivatives

Details Preparation of glutaric acid derivatives Preparation of glutaric acid derivatives

C - Chemistry, Metallurgy

07

C

260/479.1

C07C 67/333 (2006.01) C07C 69/74 (2006.01) C07C 69/757 (2006.01) C07C 205/42 (2006.01)

Patent

CA 2013743

The invention provides a process for preparing a compound of the formula: (see fig.I) (wherein R2 is hydrogen or C1-C6 alkyl optionally substituted by up to 3 substituents each independently selected from C1-C6 alkoxy and C1-C6 alkoxy(C1-C6 alkoxy)-; and R3 is C1-C6 alkyl or benzyl, said benzyl group being optionally ring-substituted by up to 2 nitro or C1-C4 alkoxy substituents) or a base salt thereof, comprising reaction of a compound of the formula: (see fig.II) (wherein R is C1-C4 alkyl, phenyl, benzyl or C1-C4 alkoxy; and R2 and R3 are as defined above) with hydrogen peroxide or a source of peroxide ions, optionally followed by conversion of the compound of the formula (I) to a base salt thereof. Some of the compounds (II) are novel and may be produced by reacting a compound of the formula (III) with a compound of the formula (IV): (see fig.III) (see fig.IV) (wherein R1, R2 and R3 are as defined above).

L'invention porte sur une méthode pour préparer un composé de formule (fig. I) (R2 est un hydrogène ou un alkyle C1-C6, avec substitution facultative par 3 substituants ou moins, choisis chacun indépendamment l'un de l'autre parmi un alcoxy C1-C6 et un alcoxy C1-C6(alcoxy C1-C6)-; R3 est un alkyle C1-C6 ou un benzyle, le groupe benzyle portant facultativement sur le noyau jusqu'à 2 nitro ou alcoxy C1-C4), ou un de ses sels basiques, consistant à faire réagir un composé de formule (fig. II) (où R est un alkyle C1-C4, un phényle, un benzyle ou un alcoxy C1-C4; R2 et R3 correspondent aux définitions ci-dessus), avec le peroxyde d'hydrogène comme source d'ions peroxyde, réaction suivie facultativement par la conversion du composé de formule (I) en son sel basique. Certains des composés (II) sont nouveaux et peuvent être obtenus par réaction d'un composé de formule (III) avec un composé de formule (IV) (fig. III) (fig. IV) (R1, R2 et R3 correspondant aux définitions ci-dessus).

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