Synthesis and X-Ray Analysis of the (S) Enantiomer of Methyl 5-Hydroxy-3,11-di-2-pyridyl-4,5-dihydro-1H,3H-2,6-methano- 6-benz[c]azocinecarboxylate C24H23N3O3 and of the Corresponding Camphanic Acid Ester C34H35N3O6

• Published in: Zeitschrift für Naturforschung. B, A journal of chemical sciences Vol. 43; no. 7; pp. 901 - 910
• Main Authors: Hesse, K.-F., Holzgrabe, Ulrike, Piening, Barthold
• Format: Journal Article
• Language: English
• Published: Tübingen Verlag der Zeitschrift für Naturforschung 01.07.1988
• Subjects: 5-Hydroxy-4,5-dihydro-2,6-methano-2-benzazocine; Chemistry; Condensed matter: structure, mechanical and thermal properties; Exact sciences and technology; Heterocyclic compounds; Heterocyclic compounds with several n hetero atoms in the same ring, in separated rings or in fused rings; Organic chemistry; Organic compounds; Physics; Preparations and properties; Resolution; Structure of solids and liquids; crystallography; Structure of specific crystalline solids; Synthesis; X-Ray; Cyclization; Molecular structure; Nitrogen heterocycle; Six membered ring; Aromatic compound; Oxidation; Experimental study; X ray diffraction; Organic compounds; Enantiomer(-); Crystalline structure

Methyl 5-hydroxy-3,11-di-2-pyridyl-4,5-dihydro-1H,3H-2,6-methano-6-benz[c]azocinecarb-oxylate (-)-3 is synthesized by oxidative cyclization of an N-benzyl-4-piperidone, reduction and resolution with (-)-camphanic acid chloride. The structures of C (-)-3 and of the corresponding camphanic acid ester...