- STUDIES ON INDIAN MEDICINAL PLANTS : PART 91 - STRUCTURE AND SYNTHESIS OF ALAMARIDINE. A NOVEL 5-METHYLBENZOPYRIDOQUINOLIZINE ALKALOID FROM ALANGIUM LAMARCKII
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The structure of alamaridine (1), a novel benzopyridoquinolizine alkaloid, was established by spectral data.However, its stereochemistry could only be determined now by a total synthesis involving the key cyclisation of an 1-methyl-2-pyridylmethyl-3,4-dihydroisoquinolinium salt 19a in presence of pivaloyl chloride and triethylamine.O-Benzyldehydroalamaridine thus formed was reduced by sodium cyanoborohydride and then deprotected to obtain alamaridine (1) and 5-epi-alamaridine (26).Isoalamaridine (27) and its 5-epimer (28) were also synthesised following the same route.
- Bhattacharjya, Anup,Mukhopadhyay, Ranjan,Sinha, Radhika Ranjan,Ali, Esahak,Pakrashi, Satyesh C.
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p. 3477 - 3488
(2007/10/02)
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- Reduction of Lactams and Thiolactams by Sodium Borohydride: Application in the Synthesis of Some Alkaloids
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Lactams 1a-8a and thiolactams 1b-8b,9a,10b-12b and 13 could be reduced to their corresponding amines in 70-98percent yield by using borohydide-tert-butyl alcohol-methanol mixtures under reflux.Even the vinylogous amide 19 underwent reduction to afford dep
- Mandal, S. B.,Giri, V. S.,Sabeena, M. S.,Pakrashi, S. C.
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p. 4236 - 4241
(2007/10/02)
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