Azetidinone derivatives and production thereof

Details Azetidinone derivatives and production thereof Azetidinone derivatives and production thereof

1978-12-06

1980-11-11

Berch, Mark L.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

544 90, C07D20508, C07D40312, C07D41712, C07D40912

Patent

active

042332168

ABSTRACT:
.alpha.-[3(R)-Substituted amino-4(R)-substituted alkoxy-2-oxo-azetidin-1-yl]-.alpha.-isopropenylacetate (Ia) and .alpha.-[3(R)-substituted amino-4(R)-substituted alkoxy-2-oxo-azetidin-1-yl]-.alpha.-isopropylideneacetate (Ib) prepared from (1R,5S)-.alpha.-(3-substituted-7-oxo-4-oxa-2,6-diazabicyclo[3.2.0]hept-2-e n-6-yl)-.alpha.-isopropenylacetate or (1R,5S)-.alpha.-(3-substituted-7-oxo-4-oxa-2,6-diazabicyclo-[3.2.0]hept-2- en-6-yl)-.alpha.-isopropylideneacetate with a primary alcohol in the presence of an acid. The products are useful intermediates for preparing oxadethiacephalosporins.

REFERENCES:
patent: 3988450 (1976-10-01), James
patent: 4070477 (1978-01-01), Evret et al.
patent: 4133807 (1979-01-01), Re et al.
patent: 4143038 (1979-03-01), Narisada et al.
patent: 4159984 (1979-07-01), Yoshioka et al.
Wolfe et al., Tet. Letters 1973, 5131-5134.
Cama et al., J. Amer. Chem. Soc. 96, 7582-7585 (1974).
Christiansen et al., Chem. Abs. 81, 37560f (1974).

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