Organic compounds -- part of the class 532-570 series – Organic compounds – Unsubstituted hydrocarbyl chain between the ring and the -c-...
Patent
1986-04-04
1988-02-16
Berch, Mark L.
Organic compounds -- part of the class 532-570 series
Organic compounds
Unsubstituted hydrocarbyl chain between the ring and the -c-...
540360, C07D20508, C07D40112, C07D40114, C07D40312
Patent
active
047256788
ABSTRACT:
Certain 2-substituted-2-penem-3-carboxylic acid compounds and pharmaceutically-acceptable salts thereof can be prepared from the appropriate xanthate or trithiocarbonate by desulfurization and addition of an electrophilic sulfur compound followed by halogenation and ring closure. The corresponding desulfurized and halogenated olefinic intermediates are disclosed.
REFERENCES:
patent: 3668201 (1972-06-01), Gutanski
patent: 3960940 (1976-06-01), Alks
patent: 4008229 (1977-02-01), Spitzer
patent: 4020077 (1977-04-01), Cook
patent: 4155912 (1979-05-01), Menard et al.
patent: 4168314 (1979-09-01), Christensen et al.
patent: 4207323 (1980-06-01), Beattie et al.
patent: 4272437 (1981-06-01), Menard et al.
patent: 4290948 (1981-09-01), Brain et al.
patent: 4585767 (1986-04-01), Cooke
Dininno, Journal of the American Chemical Society, 101, 2210-2211 (1979).
Oida et al., Tetrahedron Letters, 21, 619-620 (1980).
Hayashi et al., 2-(Alkylthio)penem-3-carboxylic Acids, V, Chem. Pharm. Bull., 29(11), 3158-3172 (1981).
Yoshida et al., 2-(Alkylthio)penem-3-carboxylic Acids, IV., Chem. Pharm. Bull., 29(10), 2899-2909 (1981).
Volante, A New Highly Efficient Method for the Conversion of Alcohols to Thioesters and Thiols, Tetrahedron Letters, 22(33), 3119-3122 (1981).
Oida et al., 2-(Alkylthio)penem-3-carboxylic Acids, II, Chem. Pharm. Bull., 28(11), 3258-3264 (1980).
DeNinno, et al., A Convenient Synthesis of Racemic 6-Hydroxyethyl-2-Alkylthio-Substituted Penems, Tetrahedron Letters, 28(35), 3535-3538 (1982).
Tanaka et al., 2-Thioxopenams, Useful Intermediate for Penem Synthesis Chem. Comm., 1982(13), 713-714 (1982).
J. L. Wardell, Preparatin of Thiols in the Chemistry of the Thiol Group, S. Patai, Ed., John Wiley & Sons, London, 1974, Chapt. 4.
A. Afonso et al., New Synthesis of Penems, the Oxamide Cyclization Reaction, J. Amer. Chem. Soc., 104, 6138-6139 (1982).
Reese et al., Protective Groups in Organic Chemistry, pp. 95-142 (1973).
Haines, Adv. Carbohydrate Chem., 33, 11-109 (1976).
Akers Lawrence C.
Berch Mark L.
Frost Albert E.
Pfizer Inc.
Richardson Peter C.
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