2 NITROGEN-CONTAINING ANALOGS OF CHORISMIC ACID

The cyclohexane rings in both the title molecules, methyl 3-[(tert-but yloxycarbonyl)amino]-4-hydroxy-1- cyclohexanecarboxylate (3), C13H23NO 5, and methyl 4-[(tert-butyloxycarbonyl)amino]-3-hydroxy-1- cyclohexan ecarboxylate (6), C13H23NO5, have regular chair forms. The urethane si de chains are extended, adopting the type b trans-trans conformation, as is generally observed for urethanes containing a secondary N atom. In the crystals, the trans planar NH-CO moieties of the urethane side chains and the hydroxyl substituents participate in extensive hydrogen bonding.