C - Chemistry – Metallurgy – 07 – D
Patent
C - Chemistry, Metallurgy
07
D
C07D 263/22 (2006.01) C07C 213/00 (2006.01) C07C 217/30 (2006.01) C07C 233/43 (2006.01) C07C 255/54 (2006.01) C07C 275/40 (2006.01) C07D 209/08 (2006.01) C07D 215/227 (2006.01) C07D 263/24 (2006.01) C07D 307/86 (2006.01) C07D 311/18 (2006.01) C07D 413/06 (2006.01) C07F 7/10 (2006.01)
Patent
CA 2133708
ABSTRACT The invention relates to a method of preparing a heterocyclic intermediate of the general formula Image (I) wherein X is a carbonyl group, a thiocarbonyl group, a (C1-C10)(ar)alkylidene group or a dihydrocarbylsilyl group, R is a straight or branched (C1-C10)alkyl group, optionally substituted with halogen, hydroxy, (C1-C4)alkoxy or protected hydroxy, or a phenyl(C1-C3)alkyl or heteroaryl(C1-C3)alkyl group, which groups are optionally substituted with 1-3 substituents, selected from the group consisting of hydroxy, (C5-C12)cycloalkyl, amino, nitro, halogen, cyano, alkoxy, alkylcarbonyloxy, alkylcarbonylamino, alkylsulphonylamino, alkylsulphonyl, alkylcarbonyl, and alkyl, wherein the alkyl groups have 1-5 carbon atoms, and which intermediate has either the R or the S configuration, by subjecting an optically active cyanohydrin of the general formula Image (II) to a reduction-transimination-reduction sequence, using R - NH2 as the primary amine, followed by a cyclization reaction and, finally, by an ozonolysis- reduction sequence.
Brussee Johannes
Kruse Chris G.
Van Der Gen Arne
Warmerdam Erwin G. J. C.
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