Resolution of mercaptopropionic acids

Details Resolution of mercaptopropionic acids Resolution of mercaptopropionic acids

1979-11-02

1981-10-27

Daus, Donald G.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

260455R, C07D20716, C07C153017

Patent

active

042972825

ABSTRACT:
This invention relates to a process for the optical resolution of DL-.alpha.-methyl-.beta.-acylthiopropionic acids of the formula [I], ##STR1## wherein R is a lower alkyl group having 1-4 carbon atoms, phenyl or substituted phenyl bearing methyl or chloro radical; a method for the racemization of an optically active .alpha.-methyl-.beta.-acylthiopropionic acid of the formula [Ia], ##STR2## wherein R is as defined above; and a process for the synthesis of captopril of the formula [II], ##STR3## using the D-acid [Ia] as an intermediate. The optically active .alpha.-methyl-.beta.-acylthiopropionic acids are useful as intermediates for the production of medicines, for example, captopril or its congeners.

REFERENCES:
patent: 3739019 (1973-06-01), Ueda et al.
patent: 3954870 (1976-05-01), Fukumaru
patent: 4046889 (1977-09-01), Ondetti et al.
patent: 4066658 (1978-01-01), Felix
patent: 4116962 (1978-09-01), Ondetti et al.
R. Morrison et al., Org. Chem., 2nd edition (1967), p. 601.

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