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AssigneeAbbott Laboratories
InventorsZhenkun Ma, Curt S. Cooper, Anthony K. L. Fung, Daniel T. Chu
Estimating the term…
Process for preparation of chiral cis-3,4-substituted pyrrolidine compounds having the formulas: ##STR1## and chiral 3,4-trans-substituted pyrrolidine compounds having the formulas: ##STR2## with the assistance of a streochemically directing chiral oxazolidinone moiety having the formula: ##STR3## wherein P, R and R.sup.1 are specifically defined, by sequential reaction of the compound or subsequent intermediates with an a,b-unsaturated add chloride, reaction with N-benzyl-N-(methoxymethyl)trimethyl-silylmethylamine and separating isomers by chromatography, hydrolytic removal of the oxazolidinone moiety, reaction with diphenylphosphoryl azide and triethylamine, and debenzylating; and novel intermediates of the process.
A compound selected from the group consisting of ##STR48## wherein * represents a chiral center, Bn is benzyl, R is selected from the group consisting of C.sub.1 -C.sub.6 -alkyl, C.sub.3 -C.sub.5 -cycloalkyl, phenyl and phenyl-substituted-C.sub.1 -C.sub.6 -alkyl, and R.sup.1 is selected from the group consisting of isopropyl, isobutyl, t-butyl, phenyl, benzyl, 1-phenylethyl, diphenylmethyl, naphthyl and adamantyl.
Dependencies are inferred from the claim text.