1H NMR and X-ray conformational analyses of (+)-corydalic acid methyl ester, a 6,7-secoberbine alkaloid

β-Phenylethylamines and the isoquinoline alkaloids

“…The conformation of methyl (+)-corydalate 103 has been studied by NMR spectroscopy and the trans-stereochemistry has been confirmed. 119 Photo-oxidation of sanguinarine has been shown to give 6-oxosanguinarine 104. 120 Sanguilutine, on treatment with potassium cyanide, gives 6-cyanodihydrosanguilutine 105a and treatment with sodium carbonate yields 6-hydroxydihydrosanguilutine 105b, which in non-polar solvents spontaneously loses water to give the bimolecular amine ether 106, the structure of which has been confirmed by X-ray crystallography.…”

X-ray Structure Analysis of (dl)-DeN-Corynoline, Derived from Hexahydorobenzo[c]phenanthridine Type Alkaloid Corynoline

“…1), because the rotational restriction about the C2-C9 single bond by the neighboring substituted groups is likely to be related to the inhibitory activity. 3 According to Emde degradation under a reductive condition, 4 (dl)-1 was derived from (dl)-2 by the same procedure as previously reported. 5 Single crystals of (dl)-1 were obtained from methanol/acetone at room temperature as transparent plates.…”

“…Crystallographic data and the analysis method are shown in Table 1. A crystal-structure analysis by an X-ray diffraction method clarified that the chemical structure consists of 7methyl-7-(4-methyl-benzo [1,3] X-ray Structure Analysis Online 2009, VOL. 25 ring C and the C3-O5 hydroxyl group, respectively, and the dihedral angle between the aromatic rings A and C is 22.65(13)˚.…”