Patent ID: 7214803

Claim:
A method for producing a compound having the formula VIII wherein R 1 and R 2 are, independently, hydrogen, branched or straight chain C 1 to C 20 alkyl; branched or straight chain C 1 to C 20 alkyl substituted with one to three groups selected from cyano, hydroxy, aryl, halogen, —OR, —CO 2 R, and —OCOR; C 3 to C 8 cycloalkyl; C 3 to C 8 cycloalkyl substituted with one to three groups selected from cyano, hydroxy, aryl, halogen, —OR, —CO 2 R, and —OCOR; C 6 to C 20 aryl; C 6 to C 20 aryl substituted with one to three groups selected from C 1 –C 6 -alkyl, C 6 –C 10 aryl, C 1 –C 6 -alkoxy, halogen, carboxy, cyano, C 1 –C 6 -alkanoyloxy, C 1 –C 6 -alkylthio, C 1 –C 6 -alkylsulfonyl, trifluoromethyl, hydroxy, C 2 –C 6 -alkoxycarbonyl, C 2 –C 6 -alkanoylamino, —OR′, SR′, —SO 2 R′, —NHSO 2 R′ or —NHCO 2 R′; or a 5- or 6-membered aromatic ring containing 1 to 3 heteroatoms selected from the group consisting of oxygen, sulfur and nitrogen, which may be substituted with up to three groups selected from C 1 –C 6 -alkyl, C 1 –C 6 -alkoxy, halogen, C 1 –C 6 -alkylthio, aryl, aryithio, aryloxy, C 2 –C 6 -alkoxycarbonyl and C 2 –C 6 -alkanoylamino; R is C 1 –C 6 -alkyl; R′ is phenyl, naphthyl, or phenyl or naphthyl substituted with one to three groups selected from C 1 –C 6 -alkyl, C 6 –C 10 aryl, C 1 –C 6 -alkoxy and halogen; n is 2, and the stereochemistry at carbon a is substantially R or S, comprising reacting a compound having the formula VII with NH 4 OH wherein R 3 is branched or straight chain C 1 to C 20 alkyl; branched or straight chain C 1 to C 20 alkyl substituted with one to three groups selected from cyano, hydroxy, aryl, halogen, —OR, —CO 2 R, and —OCOR; C 3 to C 8 cycloalkyl; C 3 to C 8 cycloalkyl substituted with one to three groups selected from cyano, hydroxy, aryl, halogen, —OR, —CO 2 R, and —OCOR; C 6 to C 20 aryl; C 6 to C 20 aryl substituted with one to three groups selected from C 1 –C 6 -alkyl, C 6 –C 10 aryl, C 1 –C 6 -alkoxy, halogen, carboxy, cyano, C 1 –C 6 -alkanoyloxy, C 1 –C 6 -alkylthio, C 1 –C 6 -alkylsulfonyl, trifluoromethyl, hydroxy, C 2 –C 6 -alkoxycarbonyl, C 2 –C 6 -alkanoylamino, —OR′, SR′, —SO 2 R′, —NHSO 2 R′ or —NHCO 2 R′; or a 5- or 6-membered aromatic ring containing 1 to 3 heteroatoms selected from the group consisting of oxygen, sulfur and nitrogen, which may be substituted with up to three groups selected from C 1 –C 6 -alkyl, C 1 –C 6 -alkoxy, halogen, C 1 –C 6 -alkylthio, aryl, arylthio, aryloxy, C 2 –C 6 -alkoxycarbonyl and C 2 –C 6 -alkanoylamino; R is C 1 –C 6 -alkyl; and R′ is phenyl, naphthyl, or phenyl or naphthyl substituted with one to three groups selected from C 1 –C 6 -alkyl, C 6 –C 10 aryl, C 1 –C 6 -alkoxy and halogen.