Synthese von 3-(2-Carboxy-4-pyridyl)- und 3-(6-Carboxy-3-pyridyl)-DL-alanin

Article abstract of DOI:10.1002/hlca.19870700511

As starting materials for potential photochemical approaches to betaines C (R = COOH) and to muscaflavine F (R = COOH), β-(2-carboxy-4-pyridyl)-DL-alanine (A and D with R = COOH or 4 and 11), respectively, were prepared (Scheme 1).The synthesis of 4 (=A, R = COOH) started with the 2-<(4-pyridyl)methyl>malonate 1 and proceeded via the N-oxide 2, cyanation and hydrolysis (Scheme 2).Amino acid 11 was obtained from (3-pyridyl)methyl bromide (6) via the malonate 7 by an analogous sequence of reactions (Scheme 3).