Mattocks, A. Robin published the artcile< Pyrrolizidine alkaloid analogs. Part 2. Further hydroxymethyl-1-methyl-3-pyrrolines (synthanecines), and the preparation and esterification of some hydroxymethylpyrroles>, Related Products of 52160-51-7, the main research area is synthanecine D E total synthesis; esterification hydroxymethylpyrrole hydroxymethylindole; pyrrolizidine alkaloid analog; pyrrole hydroxymethyl esterification; indole hydroxymethyl esterification; alkylation hydroxymethylpyrrole kinetics.
Synthanecine D and E [I; R = (CH2)2OH, Me] were each prepared in 5 steps from EtO2CCH:CHCH2CO2Et and MeNHCHMeCH2CO2Et, resp. Esters of I [R = (CH2)2OH, Me] behave as analogs of pyrrolizidine alkaloids which can be metabolically dehydrogenated in animals to pyrrole derivatives II [R = (CH2)2OH, Me, R1 = CH2OH, R2 = H] which are monofunctional alkylating agents. The successful esterification of (hydroxymethyl)pyrroles requires rigorous exclusion of moisture and the presence of a tertiary base to prevent polymerization The electrophilic reactivities of 19 (hydroxymethyl)pyrrole and -indole derivatives, including II [R = (CH2)2OH, Me, R1 = CH2OH, R1 = H], towards 4-p-nitrobenzylpyridine are compared. KOH-catalyzed cyclization of EtO2CCH2NMeCH(CH2CO2Et)2, an intermediate in the preparation of I [R = (CH2)2OH], gave 45% II (R = H, R1 = CO2Et, R2 = OH).
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) published new progress about Alkylation kinetics. 52160-51-7 belongs to class alcohols-buliding-blocks, and the molecular formula is C6H9NO, Related Products of 52160-51-7.
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