8410. Scopoline
Nomenclature
CAS number: 487-27-4
Hexahydro-4-methyl-2,5-methano-2H-furo[3,2-b]pyrrol-6-ol; 3β,7β-epoxy-1βH,5βH-tropan-6α-ol; 3α,6α-epoxy-7β-hydroxytropane; Oscine. C8H13NO2; mol wt 155.19.
C 61.91%, H 8.44%, N 9.03%, O 20.62%.
Description and references
Decomposition product of scopolamine: Fodor, Kovács, J. Chem. Soc. 1953, 2341. Prepn from teloidine: Zeile, Heusner, Ber. 90, 2800, 2809 (1957); DE 1056617; DE 1062703 (1959 to Boehringer, Ing.). Structure: Fodor et al., J. Chem. Soc. 1955, 3504. Stereochemistry: Fodor, Tetrahedron 1, 86 (1957).
Properties
Crystals from petr ether, mp 107-109°. bp 248°. Sol in water, alcohol, acetone, ether.Derivative
Hydrochloride.C8H13NO2.HCl; mol wt 191.66.
C 50.13%, H 7.36%, N 7.31%, O 16.70%, Cl 18.50%.
Properties
Crystals from ethanol, mp 255-257°.Derivative
Acetate.C10H15NO3; mol wt 197.23.
C 60.90%, H 7.67%, N 7.10%, O 24.34%.