Process for preparing optically active .alpha.-hydroxy acids...

Details Process for preparing optically active .alpha.-hydroxy acids... Process for preparing optically active .alpha.-hydroxy acids...

C - Chemistry, Metallurgy

07

C

C07C 35/22 (2006.01) C07C 35/24 (2006.01) C07C 43/30 (2006.01) C07C 43/32 (2006.01) C07C 45/00 (2006.01) C07C 51/09 (2006.01) C07C 59/01 (2006.01) C07C 59/11 (2006.01) C07C 67/00 (2006.01) C07C 69/66 (2006.01) C07C 69/76 (2006.01) C07C 303/40 (2006.01) C07C 309/65 (2006.01) C07C 311/10 (2006.01) C07D 307/94 (2006.01)

Patent

CA 2390815

The present invention provides a process for preparing optically active .alpha.-hydroxy acids and derivatives thereof by subjecting the alkylated 1,3- dioxolanones of formula (IV) wherein R1 and R2 are the same or different and are each independently H or C1-6 alkyl; R5 is H, C1-16 alkyl, or unsubstituted or substituted phenyl; and R6 is C1-8 alkyl, C2-7 alkenyl or unsubstituted or substituted benzyl, to either alcoholysis or hydrolysis, in which the alkylated 1,3-dioxolanones are obtained by using 10-camphorsulfonamide as a chiral auxiliary.

L'invention concerne un procédé relatif à l'élaboration d'acides .alpha.-hydroxy optiquement actifs, y compris leurs dérivés, qui consiste à soumettre à une alcoolyse ou à une hydrolyse les 1,3-dioxolanones alkylées de la formule (IV), dans laquelle R¿1? et R¿2? sont identiques ou différents et représentent chacun indépendamment H ou alkyle C¿1-6?; R¿5? est H, alkyle C¿1-16?, ou phényle substitué ou non; et R¿6? est alkyle C¿1-8?, alcényle C¿2-7? ou benzyle substitué ou non, sachant que les 1,3-dioxolanones alkylées en question sont obtenues par utilisation de 10-camphorsulfonamide comme auxiliaire chiral.

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