Laudanidine
Title: Laudanidine
CAS Registry Number: 301-21-3
CAS Name: 2-Methoxy-5-[[(1R)-1,2,3,4-tetrahydro-6,7-dimethoxy-2-methyl-1-isoquinolinyl]methyl]phenol
Additional Names: l-laudanine; tritopine
Molecular Formula: C20H25NO4
Molecular Weight: 343.42
Percent Composition: C 69.95%, H 7.34%, N 4.08%, O 18.64%
Literature References: The l-form of laudanine, q.v. Traces in opium: Hesse, Ann. 282, 208 (1894); Kauder, Arch. Pharm. 228, 419 (1890). Structure and synthesis: Späth, Bernhauer, Ber. 58, 200 (1925); Späth, Seka, ibid. 1272; Späth, Burger, Monatsh. Chem. 47, 733 (1926); Frydman et al., Tetrahedron 4, 342 (1958). Configuration: Corrodi, Hardegger, Helv. Chim. Acta 39, 889 (1956).
Properties: Prisms from alcohol, mp 185°. [a]D15 -88° (p = 5 in chloroform). [a]D22 -94.7 ± 1.3°. The hydrochloride is more sol than laudanine hydrochloride and makes possible a separation of the two alkaloids.
Melting point: mp 185°
Optical Rotation: [a]D15 -88° (p = 5 in chloroform); [a]D22 -94.7 ± 1.3°

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