Lycodine
Title: Lycodine
CAS Registry Number: 20316-18-1
Additional Names: [4aR-(4aa,5a,10ba,12R*)]-2,3,4,4a,5,6-Hexahydro-12-methyl-1H-5,10b-propano-1,7-phenanthroline
Molecular Formula: C16H22N2
Molecular Weight: 242.36
Percent Composition: C 79.29%, H 9.15%, N 11.56%
Literature References: Isoln from Lycopodium annotinum L., Lycopodiaceae: F. A. L. Anet, C. R. Eves, Can. J. Chem. 36, 902 (1958). Structure: W. A. Ayer, G. G. Iverach, ibid. 38, 1823 (1960); F. A. L. Anet, M. V. Rao, Tetrahedron Lett. 1960, 9. Synthesis of (±)-form: E. Kleinman, C. H. Heathcock, ibid. 1979, 4125; C. H. Heathcock et al., J. Am. Chem. Soc. 104, 1054 (1982).
Properties: Cryst powder, mp 118-119°. [a]D -10° (c = 1.01 in ethanol). pKa¢s 3.97, 8.08.
Melting point: mp 118-119°
pKa: pKa¢s 3.97, 8.08
Optical Rotation: [a]D -10° (c = 1.01 in ethanol)

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