C - Chemistry – Metallurgy – 07 – C
Patent
C - Chemistry, Metallurgy
07
C
260/550.3, 260/5
C07C 59/66 (2006.01) C07C 51/487 (2006.01)
Patent
CA 1264765
ABSTRACT OF THE DISCLOSURE A new process for the optical resolution of racemic mixtures of ?-naphthyl-propinoic acids of formula Image I where R1 is an alkyl group, straight or branched, having from 1 to 6 carbon atoms, and R2 represents a hydrogen or a halogen atom. This process comprises reacting a racemic mixture of a compound of formula II Image I I d,l wherein R1 and R2 have the above seen meanings and R3 is a reactive group, with an optica1ly active compound of form- mula R4-NH2 III wherein R4 is the residue of a primary or secondary alcohol which, taken with the NH2 radical, forms an optically active .beta.-aminoalcohol, to give a pair of diastereoisomeric amides of formula Image IV [d,d + l,d] or [d,l + l,l] wherein R1, R2 and R4 have the above seen meanings, which is resolved into the single diastereoisomeric amides of formula Image V d,d or l,d or d,l or l,l The compounds of formula V, by means of a subsequent acid hydrolysis give the optically active ?-naphthyl-propionic acids of formula Image VI d or l wherein R1 and R2 have the above seen meanings.
495846
Cannata Vincenzo
Tamerlani Giancarlo
Alfa Wassermann S.p.a.
Cannata Vincenzo
Marks & Clerk
Tamerlani Giancarlo
LandOfFree
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