2-Oxoazetidines, methods for their preparation, and their use

Details 2-Oxoazetidines, methods for their preparation, and their use 2-Oxoazetidines, methods for their preparation, and their use

1988-04-20

1989-08-08

Berch, Mark L.

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

Organic compounds

Unsubstituted hydrocarbyl chain between the ring and the -c-...

540359, 540360, 540361, C07D20508, C07D40304

Patent

active

048554219

ABSTRACT:
The invention relates to new 2-oxoazetidines having the formulas ##STR1## where R.sub.1 stands for a lower fluoroalkyl or an optionally protected lower hydroxyalkyl group; R.sub.2 for chlorine, bromine, iodine, fluorine, an ##STR2## group in which n is 0, 1 or 2 and R.sub.5 is a lower alkyl, lower alkenyl, an optionally substituted benzyl group, optionally substituted phenyl group, a --CH.sub.2 COX group in which X means a lower alkyl, lower alkoxy or the amino group, or a ##STR3## group in which Y and Z are the same or different and in each case stand for oxygen, nitrogen or sulphur and R.sub.6 stands for a lower alkyl, lower alkoxy, lower alkylthio, lower dialkylamino, an aryl, aryloxy or arylthio group, or for a group having the formula ##STR4## where W stands for --CH.sub.2 CH.sub.2 --, --CH.dbd.CH-- or C.sub.6 H.sub.4 ; R.sub.3 stands for bromine, chlorine, iodine, SeC.sub.6 H.sub.5 or SC.sub.6 H.sub.5 ; and R.sub.4 stands for hydrogen, a group having the formula ##STR5## in which R.sub.7 is a lower alkyl, an optionally substituted benzyl or an optionally substituted benzohydryl group; or they represent a protecting group, with the proviso that in compounds of formula Ia R.sub.2 does not stand for SCH.sub.3 when R.sub.1 means hydroxyethyl, R.sub.3 means bromine and R.sub.4 means the group of formula IIa, as well as to methods for their preparation and to their use.

REFERENCES:
patent: 3959267 (1976-05-01), Naylor
patent: 4485110 (1984-11-01), Osborne
patent: 4595532 (1986-06-01), Miller
"Protective Groups in Organic Chemistry" (McOmie) pp. 204-207.
"Protective Groups in Organic Chemistry" (Greene) pp. 172-177 and 193-203.
"Hackh's Chemical Dictionary", 5th Edition, pp. 53, 80, 440-442.
Hardi, Chem Abs. 96, 181026p (1982) Index Entry for 6 RN 81520-34-5.

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