Cyclohex-2-enyl acetamides

Details Cyclohex-2-enyl acetamides Cyclohex-2-enyl acetamides

1995-03-30

1996-03-26

Fan, Jane

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

Organic compounds

Amino nitrogen containing

564462, 546272, C07C23314

Patent

active

055022537

ABSTRACT:
The present invention relates to a novel enantiospecific process for preparing (S)-1- 2(S)-(1,3-dihydro-1,3-dioxo-isoindo-2-yl)-1-oxo-3-phenylpropyl!-1,2 ,3,4-tetrahydro-2-pyridine-carboxylic acid methyl ester which is a useful intermediate in the preparation of 4S- 4.alpha., 7.alpha.(R*), 12b.beta.!!-7- (1-oxo-2(S)-thio-3-phenylpropyl)amino!-1,2,3,4,6,7,8,12b-oc tahydro-6-oxo-pyrido 2,1-a! 2!benzazepine-4-carboxylic acid and 4S- 4.alpha., 7.alpha.(R*), 12b.beta.!!-7- (1-oxo-2(S)-acetylthio-3-phenylpropyl)amino!-1,2,3,4,6,7,8, 12b-octahydro-6-oxo-pyrido 2,1-a! 2!benzazepine-4-carboxylic acid and pharmaceutically acceptable salts thereof which is useful as an inhibitor of enkephalinase and angiotensin converting enzyme and to novel intermediates thereof.

REFERENCES:
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patent: 4824832 (1989-04-01), Flynn et al.
patent: 4973585 (1990-11-01), Flynn et al.
Gary A. Flynn et al, J. Am. Chem. Soc., 1987, vol. 109, p. 7914.
Gary A. Flynn et al, Peptide Chemistry, 1987, pp. 631-636.
M. F. Grenier--Loustalot et al, Synthesis, Communications Jan. 1976.
David J. Mathre et al, J. Org. Chem. 1991, vol. 56 pp. 751-762.
Flynn et al., J. Med. Chem. 1993, 36 2420-2423.

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