Stereospecific synthesis of isocephalosporins and 2-oxa isocepha

Details Stereospecific synthesis of isocephalosporins and 2-oxa isocepha Stereospecific synthesis of isocephalosporins and 2-oxa isocepha

1981-04-06

1984-04-03

Berch, Mark L.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

2602454, 2603303, 544 47, 544105, C07D20508, C07D49804, C07D49704, C07D40312

Patent

active

044406827

ABSTRACT:
A process is described whereby a synthetically produced 4-styryl-cis-3,4-azetidinone is converted to an isocephalosporin or its 2-oxa analog. The process is based upon the condensation of enamine and imine synthons. Novel intermediate azetidinones are also disclosed. Control of the stereochemical course of the process allows economical, high yield preparation of the racemic form of the product or when a single enantiomer of the imine synthon derived from the .beta.-hydroxy-.alpha.-amino acid starting material is used, both enantiomers of the product may be prepared and separated without optical resolution.

REFERENCES:
T. W. Doyle et al., Can. J. Chem., 55: 2873 (1977).
A. K. Bose et al., Tetrahedron Let., 2771 (1979).
A. K. Bose et al., Synthesis, 543 (1979).
A. K. Bose et al., J. Org. Chem., 38, 1238 (1973).
Conway et al., Can. J. Chem., 56, 1335 (1978).

Affiliated with

Also associated with

Rating

Stereospecific synthesis of isocephalosporins and 2-oxa isocepha does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Stereospecific synthesis of isocephalosporins and 2-oxa isocepha, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Stereospecific synthesis of isocephalosporins and 2-oxa isocepha will most certainly appreciate the feedback.

Rate now

Comments { 0 }

Profile ID: LFUS-PAI-O-666546