Novel 2-substituted alkyl-3-carboxy carbapenems as antibiotics a

Details Novel 2-substituted alkyl-3-carboxy carbapenems as antibiotics a Novel 2-substituted alkyl-3-carboxy carbapenems as antibiotics a

1990-04-10

1991-11-26

Gerstl, Robert

Drug, bio-affecting and body treating compositions

Designated organic active ingredient containing

Heterocyclic carbon compounds containing a hetero ring...

540302, C07D47700, A01K 3140

Patent

active

050682326

ABSTRACT:
The invention relates to new 2-substituted alkyl-3-carboxy carbapenems having the formula: ##STR1## with R.sup.1, R.sup.2, R.sup.3, X and Y defined hereafter as antibiotics and beta lactamase inhibitors produced by a novel Michael addition-elimination reaction of a substituted allyl azetidinone in the reaction shown: ##STR2## with R.sup.1, R.sup.2, Q, X and Y defined hereafter.

REFERENCES:
patent: 4350631 (1982-09-01), Christensen
patent: 4377591 (1983-03-01), Hiraoka
patent: 4845210 (1989-07-01), Nakai
T. N. Salzmann, "Recent Advances in the Chemistry of Bata-Lactam Antibiotics", 1989 pp. 171-189.
de Vries, Tetrahedron Letters, vol. 25, No. 52 pp. 5989-5992 (1984).
deVries, Heterocycles, vol. 23, No. 8 pp. 1915-1919 (1985).
T. W. Greene, "Protective Groups in Organic Synthesis", 1981 pp. 88-101, 223-249, 195-213.
A. Hassner, Tetrahedron Letters, No. 46, pp. 4475-4478.
W. E. Truce, J. Organic Chemistry 1971, vol. 36, No. 13, pp. 1727-1731.
T. Kobayashi, Chemistry Letters (1987) pp. 1209-1212.
R. F. Newton, Tetrahedron Letters (1979), No. 41, pp. 3981-3982.
R. N. Guthikonda, J. Med. Chem. (1978), vol. 30 pp. 871-880.
J. Tsuji, Tetrahedron Letters (1980), vol. 21 pp. 849-850.
H. Hofmeister, Ang. Chem. Int. Ed. Engl. (1984) vol. 23 pp. 727-728.
K. Hartke, Tetrahedron Letters (1989), vol. 30, No. 9, pp. 1073-1076.
S. Patai, "The Chemistry of the Carbon-Carbon Triple Bond", J. Wiley (1978) pp. 320-327.
S. Uemura, J. Chem. Soc. Chem. Commun. (19750) pp. 925-926.
L. Brandsma, "Preparative Acetylenic Chemistry", Elsevier (1988) Chapter 8.
J. March, "Advanced Organic Chemistry", J. Wiley, 3rd Ed (1985) pp. 295-296.
M. Ohtani, "Mild Deprotection of Carbapenem Esters with Aluminum Trichlorids", J. Organic Chem. (1984), 49, 5271-5272.

Affiliated with

Also associated with

Rating

Novel 2-substituted alkyl-3-carboxy carbapenems as antibiotics a does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Novel 2-substituted alkyl-3-carboxy carbapenems as antibiotics a, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Novel 2-substituted alkyl-3-carboxy carbapenems as antibiotics a will most certainly appreciate the feedback.

Rate now

Comments { 0 }

Profile ID: LFUS-PAI-O-2386042