
Helvetica Chimica Acta p. 1307 - 1311 (1987)
Update date:2022-07-29
Topics:
Hilpert, Hans
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).
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(2008)Doi:10.1246/cl.1987.445
(1987)Doi:10.1021/jm800499x
(2008)Doi:10.1002/anie.200803610
(2008)Doi:10.1002/anie.201916257
(2020)Doi:10.1016/0008-6215(87)80207-0
(1987)