Purification of beta-lactam products

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

Reexamination Certificate

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C540S222000

Reexamination Certificate

active

07728126

ABSTRACT:
Method for purifying 7α-methoxy-cephalosporins containing as impurity the corresponding 7α-methylthio analogue, which is transformed into its methoxy analogue by treatment with a halogenating agent in methanol. In this way the complete conversion of the sulphurated impurity into the corresponding methoxy analogue is obtained.

REFERENCES:
patent: 3594371 (1971-07-01), McIntyre
patent: 4485235 (1984-11-01), Katano et al.
patent: 2007/0027314 (2007-02-01), Manca et al.
E. M. Gordon, et al. “Sulfenyl Transfer Rearrangement of Sulfenimines (Thiooximes). A Novel Synthesis of 7-Alpha-Methoxycephalosporins and 6-Alpha-Methoxypenicillins”, Journal of the American Chemical Society, XP-002413255, vol. 102, No. 5, Feb. 27, 1980, pp. 1690-1702.
H. E. Applegate, et al. “Synthesis of 7-Alpha-Methoxycephalosporins”, Journal of Organic Chemistry, XP-002413256, vol. 39, No. 18, 1974, pp. 2794-2796.
Timothy Jen, et al. “A Stereospecific Synthesis of C-6(7) Methoxypenicillin and -Cephalosporin Derivatives”, Journal of Organic Chemistry, XP-002413257, vol. 38, No. 16, 1973, pp. 2857-2859.
Ronald W. Ratcliffe, et al. “Total Synthesis of Beta-Lactam Antibiotics III. (+/−) -Cefoxitin”, Tetrahedron Letters, No. 46, 1973, pp. 4653-4656.

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