Process for preparing .beta.-lactam derivative and synthetic int

Details Process for preparing .beta.-lactam derivative and synthetic int Process for preparing .beta.-lactam derivative and synthetic int

1995-04-07

1996-12-31

Ford, John M.

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

540205, 540214, C07D50304

Patent

active

055895921

ABSTRACT:
Disclosed is a process for preparing a .beta.-lactam compound represented by the formula: ##STR1## wherein R.sup.1 represents a hydroxy-substituted lower alkyl group or an amino group each of which may be protected; R.sup.2 represents hydrogen atom or an ester residue; X represents a methylene group which may be substituted by a lower alkyl group, sulfur atom or a group represented by the formula: --A--CH.sub.2 -- where A represents sulfur atom, oxygen atom or methylene group; and W represents an active ester residue of hydroxyl group,
or a salt thereof, which comprises the steps of treating a 1-aza-3-thia-bicycloalkane compound represented by the formula: ##STR2## wherein R.sup.1, R.sup.2 and X have the same meanings as defined above, or a salt thereof with a base in the presence of a desulfurizing agent and then reacting the resulting compound with an active esterifying agent of hydroxyl group.

REFERENCES:
patent: 4547371 (1983-10-01), Doherty et al.
Gleason, J. G., et al., "Nuclear Analogs of .beta.-Lactam Antibiotics. The Synthesis of 3-Thia-and 3-Aza-1-Dethiaceph-1-em Esters", Tetrahedron Letters, 21:3947-3950 (1980).

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