Method for the preparation of .alpha.-Bromo-Lactam derivatives

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

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C07D20712

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active

061145416

ABSTRACT:
The invention is concerned with a new process for the preparation of compounds of formula ##STR1## wherein R is hydrogen, lower alkyl, lower alkoxy, cycloalkyl, cycloalkenyl, cycloalkyl-lower alkyl, lower alkenyl, lower alkynyl, aryl, aryl-lower alkyl, heterocyclyl or heterocyclyl-lower alkyl; the lower alkyl, cycloalkyl, lower alkenyl, cycloalkenyl, lower alkynyl, aryl-lower alkyl, aryl and the heterocyclyl moieties being unsubstituted or substituted with at least one group selected from carboxy, amino, carbamoyl, nitro, cyano, lower alkyl, lower alkoxy, hydroxy, halogen, aminomethyl, mercapto, trifluoromethyl and trichloroethyl.
The compounds prepared according to above mentioned process are useful in the preparation of cephem, isoxacephem and carbacephem derivatives.

REFERENCES:
patent: 5523400 (1996-06-01), Wei et al.
Happ, David N. et al., An Efficient alpha-Halogenation of Acyl Chlorides . . . , J. Org. Chem., 40 (23), Dec. 1975.
Okawara, Tadashi et al., Synthesis of New Uraciles . . . , Heterocycles, 27 (8), Dec. 1988.
Tadashi Okawara, Toshifumi Shono, Tesuo Yamasaki, & Mitsuru Furukawa, Synthesis of New uraciles having N-Amino-.beta.-.gamma.-, and .beta.-lactams, Heterocycles, 27, 1988, 1881-1885.
Clayton H. Heathcock, John C. Kath, & Roger B. Ruggeri, Daphniphyllum Alkaloids. 16. Total Synthesis of (+)-Codaphniphylline, J. Org. Chem., 60, 1995, 1120-1130.
Harpp, David N., et al., J. Org. Chem., 40(23):3420-3427 (1975).
Ikuta, H., et al., J. Med. Chem., 30:1995-1998 (1987).

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