Process for preparing 1-(3-bromo-2-alkylpropanoyl)-l-proline der

Details Process for preparing 1-(3-bromo-2-alkylpropanoyl)-l-proline der Process for preparing 1-(3-bromo-2-alkylpropanoyl)-l-proline der

1982-05-10

1985-03-19

Brust, Joseph Paul

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

548492, C07D20716

Patent

active

045060827

ABSTRACT:
The invention relates to the preparation of 1-bromo-2-D-alkylphopanoyl-L-proline derivatives and analogous compounds which are useful as chemical intermediates to angiotensin converting enzyme (ACE) inhibitors and to the stereospecific synthesis of such ACE inhibitors having the formula: ##STR1## wherein R.sup.1 is lower alkyl and R.sup.4 and R.sup.5 are both hydrogen or together with the carbons to which they are attached represent a benzene ring optionally substituted by defined substituents. Intermediates of formula ##STR2## are also disclosed wherein R.sup.1, R.sup.4, R.sup.5 are as defined above and B.sup.+ is a cation.

REFERENCES:
patent: 4105776 (1978-08-01), Ondetti et al.
patent: 4192945 (1980-03-01), Ondetti
patent: 4332725 (1982-06-01), Fischer et al.
patent: 4349480 (1982-09-01), Crossley
Fieser & Fieser, "Reagents for Organic Synthesis", (1967), pp. 668, 669, 1120.
Fieser & Fieser, "Reagents for Organic Synthesis", vol. 4, (1974), p. 85.
Fieser & Fieser, "Reagents for Organic Synthesis", vol. 5, (1975), pp. 67, 68, 699.
Fieser & Fieser, "Reagents for Organic Synthesis", vol. 6, (1977), p. 84.
March, Advanced Org. Chem. Reactions, Mechanisms and Structure, p. 81, McGraw-Hill Book Co.

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