Canadine methohydroxide

AHocryptopine, (-)-0-canadine methohydroxide, (+)-corydine, heliotrine, protopine, sanguinarine, (—)-0-stylopine 182, 183... 

The subject was then fully investigated by Pyman, who found that the products obtained depended partly on the material started with and partly on the conditions of the experiment. Thus under his conditions, Z-canadine methohydroxide when dried in vacuo gave rise to three anhydro-bases, a and b optically inactive, and c optically active whilst the methohydroxide of the dZ-base formed only two, a and Z , but the proportion of b formed in this instance was equal to the amount of b and c together in the case of the Z-base (canadine). For this and other reasons b was regarded as the racemic form of c and, like it, is represented by F (R = Me),... 

Allocryptopine. berberine, (-)-a-canadine methohydroxide, (->chei)anthifoline, chelerythrine, coprisiiie, sanguinarine, (-)-stylopine methohydroxide, (-)-a-tetrahydropalmatine methohydroxide... 

Alkaloid AP-1, (-)-argemonine methohydroxide, (-)-o-canadine methohydroxide, chelerythrine, corysantine, cyclanoline [= (-)-a-scoulerine methohydroxide], magnoflorine, (-)-platycerine methohydroxide, (-)-stylopine methohydroxide Bisnorargemonine, munitagine... 

Canadine, canadine methohydroxide, cheilanthifoline, coreximine, isocorypalmine (= tetrahydrocolumbamine), scouierine, sinactine, stepholidine, stylopine, P-stylopine methohydroxide berberine, coptisine, corysamine, palmatine... 

Allocryptopine (310), berberine (209b), (—)-a-canadine methohydroxide (244), chelerythrine... 

Allocryptopine (310), berberine (209b), canadine (209a), (-)-a-canadine methohydroxide (244), (-)-p-canadine methohydroxide (244), chelerythrine (295), (-)- and ( )-chelidonine... 

The naturally occurring quaternary tetrahydroprotoberberine types of alkaloids are predominantly in the a-form, except for the / -2-canadine methochloride. The stereochemistry of stylopine methohydroxide remains undefined (500). 

Z-Canadine with methyl iodide yields a mixture of a- and 8-methiodides, the former being convertible into the latter by heating to its melting point (230°). This isomerism is due to the introduction of another center of asymmetry at the nitrogen atom and already had been studied (211, 217, 218), but it was Pyman (219) who elucidated the nature of the products obtained when the methohydroxides are dehydrated. Since the nitrogen in tetrahydroberberine is common to two rings, its methohydroxide (XXII)... 

Canadine, (-)-cheilanthifoline, A-methylsinactine, (+)-, and ( )-scoulerine, (-)-and ( )-sinactine, (+)-, and ( )-stylopine, (-)-stylopine methohydroxide berberine, coptisine, dehydrocheilanthifoline, 8-oxocoptisine, palraatine... 

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