Journal of the Chemical Society. Perkin transactions I p. 307 - 309 (1981)
Update date:2022-09-26
Topics:
Santaniello, Enzo
Manzocchi, Ada
Biondi, Pier Antonio
By decarboxylation of (2S)-histidine (1) in 2H2O in the presence of histidine decarboxylase from Clostridium welchii, monodeuteriated histamine (2a) was obtained.Ruthenium tetraoxide oxidation of (2a) furnished deuteriated β-alanine (3a), which was converted into the methyl ester of its phthaloyl derivative (6c).This compound showed a negative optical rotation, as did (6a), prepared from (3R)-(3c).From these results an (R)-configuration can be attributed to (2a) and consequently decarboxylation of (1) proceeds with retention of configuration.
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