Process and intermediates for preparing trans-4-substituted-s-pr

Details Process and intermediates for preparing trans-4-substituted-s-pr Process and intermediates for preparing trans-4-substituted-s-pr

1984-11-19

1986-05-13

Brust, Joseph Paul

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

548453, 548535, 548570, C07D20712

Patent

active

045888191

ABSTRACT:
4-Substituted proline derivatives having the formula ##STR1## can be prepared by reacting the compound having the formula ##STR2## with a compound having the formula ##STR3## to obtain a compound having the formula ##STR4## (a novel intermediate), alkylating that compound to obtain a compound having the formula ##STR5## (a novel intermediate), converting that compound to a compound having the formula ##STR6## (a novel intermediate), and oxidizing that compound to yield the desired proline having the formula ##STR7## wherein R.sub.1 is alkyl, cycloalkyl, aryl or arylalkyl, R.sub.1 ' is alkyl, cycloalkenyl, aryl or arylalkyl, R.sub.2 is alkyl, aryl, arylalkyl or cycloalkyl and R.sub.3 is hydrogen, alkyl, aryl, arylalkyl or cycloalkyl.

REFERENCES:
patent: 3544590 (1970-12-01), Kittleson
patent: 3636043 (1972-01-01), Magerlein
patent: 4105776 (1978-08-01), Ondetti et al.
patent: 4168267 (1979-09-01), Petrillo, Jr.
patent: 4337201 (1982-06-01), Petrillo, Jr.
Silverman et al., J. Organic Chemistry, vol. 45, pp. 815-818, (1980).
Saigo et al., Chem. and Pharm. Bulletin, vol. 28(5), pp. 1449-1458, (1980).

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