M. Kurosawa, K. Nishioka
1996
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Journal
Radioisotopes
Abstract
(2S,3R)-2-Amino-3-(3,4-dihydroxyphenyl)-3-hydroxypropionic acid(L-DOPS) (1) was efficiently labeled with carbon-14 at the 3-position of the propionic acid moiety for use in mammalian metabolic studies. The synthesis was achieved according to the scheme illustrated in Fig. 2. Condensation of 3,4-bis(benzyloxy) [carbonyl-14C]-benzaldehyde (7) with the optically active 5-oxazolidinone (8) gave the optically active alcohol (9). Catalytic hydrogenation of 9 under acidic condition afforded 1. The overall yield of 1 was 74% from 7.