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Synthesis of some derivatives of alkaloids. II

K. Babor, L. Dúbravková, I. Ježo, and P. Šefčovič

Slovak Academy of Sciences, Bratislava

 

Abstract: A synthesis of 1-(6'-bromoveratryl)norhydrohydrastinine is described. By reaction of β-piperonylpropionyl azide with 6-bromohomoveratric acid, N-β-piperonylethyl-3,4-dimethoxy-6-bromophenylacetamide is formed, which with POCl3 gives 1-(6'-bromoveratryl)-6,7-methylenedioxy-3,4-dihydroisoquinoline and finally by hydrogenation 1-(6'-bromoveratryl)norhydrohydrastinine is formed. 3,4-Dimethoxy-6-bromophenylacetaldehyde and homopiperonylamine give corresponding Schiff base, which, in dild. HCl, gives 1-(6'-bromoveratryl)norhydrohydrastinine.

Full paper in Portable Document Format: 82-3a53.pdf (in Slovak)

 

Chemical Papers 8 (2-3) 53–62 (1954)

Tuesday, September 29, 2020

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