107588-79-4Relevant academic research and scientific papers
STRUCTURE AND SYNTHESIS OF ALAMARIDINE, A NOVEL BENZOPYRIDOQUINOLIZINE ALKALOID FROM ALANGIUM LAMARCKII
Bhattacharjya, Anup,Mukhopadhyay, Ranjan,Pakrashi, S. C.
, p. 1215 - 1216 (1986)
Synthesis of (+/-)-alamaridine (1) from the N-pyridylmethyl dihydroisoquinolinium salt 3 via pivaloyl chloride induced cyclisation to 4 and subsequent reduction with sodium cyanoborohydride in acetic acid established the structure and relative stereochemi
STUDIES ON INDIAN MEDICINAL PLANTS : PART 91 - STRUCTURE AND SYNTHESIS OF ALAMARIDINE. A NOVEL 5-METHYLBENZOPYRIDOQUINOLIZINE ALKALOID FROM ALANGIUM LAMARCKII
Bhattacharjya, Anup,Mukhopadhyay, Ranjan,Sinha, Radhika Ranjan,Ali, Esahak,Pakrashi, Satyesh C.
, p. 3477 - 3488 (2007/10/02)
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.
