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- W3143612912 abstract "Oxidaticn of sipeimine, C_(27)H_(43)O_3N, with chromic acid yielded the diketone, sipeimone, C_(27)H_(41)O_3N, stout colorless rhombic crystals, m.p. 226-228°(dec.), [α]~(30)_v-31.7°(abs. alcohol), [α]~(31)_v-18.0°(chloroform). It formed a thiocyanatc, C_(27)H_(41)O_3N·HCNS·2H_2O, colorless plates, m.p. 176-179°(dec.), and a dioxime, colorless prisms, m.p. 270-272°(dec.). Therefore the hydroxyl group in sipeiminc is secondary.Reduction of sipeimine with sodium and normal butyl alcohol or by Meerwein-Ponndorf Verley method gave the corresponding alcohol, sipeimol, C_(27)H_(45)O_3N·1/3H_2O, soft colorless needless, m.p. 236-237°, [α]_D+11.9°(abs. alcohol), [α]_D+25.3°(chloroform), which formed a methiodide, C_(27)H_(45)O_3N·CH_3I, colorless needless, m.p. 262°(dec.). The same alcohol was obtained by the reduction of sipeimone with sodium and normal butyl alcohol.Reduction of sipcimine by Huang-Minlon's method gave desoxo-sipeimine, C_(27)H_(45)O_3N, as colorless prisms, m.p. 224°, [α]_D+16.6°(abs. alcohol), its thiocyanate, colorless prisms, m.p. 235°. Reduction of sipeimone by the same method produced desoxydesoxosipeimine, C_(27)H_(45)ON, long colorless needles, m.p. 190°." @default.
- W3143612912 created "2021-04-13" @default.
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- W3143612912 date "1956-01-01" @default.
- W3143612912 modified "2023-09-24" @default.
- W3143612912 title "A STUDY OF FRITILLARIA ALKALOIDS VI.THE OXIDATION AND REDUCTION OF SIPEIMINE" @default.
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