Sugar derivatives comprising oxiranes or α,...

Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Having -c- – wherein x is chalcogen – bonded directly to...

Reexamination Certificate

Rate now

  [ 0.00 ] – not rated yet Voters 0   Comments 0

Details

C549S294000, C549S273000

Reexamination Certificate

active

07622498

ABSTRACT:
Pesticidal compounds of general formula (I)Wherein represents a double bond;A— represents ═C(R5)—C(═O)—, wherein R represents hydrogen or halogen, R1and R2represent, independently, hydrogen, halogen, alkoxy, substituted alkoxy or an ester group; or R1and R2, together with the carbon atoms to which they are attached, represent an oxirane ring; or R1and R2, taken together, represent an alkylidenedioxy or substituted alkylidenedioxy group; and R3represents —CH2R6, wherein R6represents an ester group, oxiranyl, or a group of formulawherein R7represents hydrogen or alkyl, R8represents phenylsulfanyl, phenylselenyl, phenylsulfoxy or phenylselenoxy, and R9represents hydrogen, ethoxycarbonyl or carbamoyl and R4represents, independently, hydrogen, alkoxy or substituted alkoxy; and methods of making the compounds of formula (I) and methods for controlling pests wherein the pest dies as a result of contact with a compound of formula (I).

REFERENCES:
patent: 1464649 (2004-10-01), None
Panfil et al., Carbohydrate Research (1998), 306(4), 505-515.
Lee et al., Journal of Medicinal Chemistry (1996), 39(25), 4912-4919.
Lesage et al., Canadian Journal of Chemistry (1978), 56(22), 2889-96.
Gonzalez et al., Tetrahedron Letters (2003), 44(33), 6347-6350.
Rauter et al., Journal of Carbohydrate Chemistry (2004), 23(4), 239-251.
Brownbridge, P.; Chan, T. H., “Chemistry of 2,5-bis(trimethylsiloxy)furans.1III: synthesis of γ-hydroxybutenolides.”Tetrahedron Lett.1980, 21, pp. 3431-3434.
Cafieri, F; Fattorusso, E.; Santacroce, C.; Minale, L.; “Fasciculatin, a novel sesterterpene from the spongeIrcinia Fasciculata”, Tetrahedron1972, vol. 28, pp. 1579-1583.
Cardellach, J.; Estopa, C.; Font, J.; Moreno-Manas, M.; Ortuno, R. M.; Sachez-Ferrando, F.; Valle, S.; Vilamajo, L., “Studies on structurally simple α,β-butenolides-I: new syntheses of racemic γ-hydroxylmethyl-α,β-butenolide and derivatives”,Tetrahedron1982, vol. 38, No. 15, pp. 2377-2394.
Choudhury, P. K.; Foubelo, F.; Yus, M., “Direct indium-promoted preparation of α-methylene-γ-lactones from 2-(bromomethyl)acrylic acid and carbonyl coumpounds”,Tetrahedron55 (1999), pp. 10779-10788.
Cimino, G.; De Stefano, S.; Guerriero, A.; Minale, L., “Furanosesquiterpenoids in sponges—I: Pallescensin-1, -2 and -3 fromDisidea pallescens”, Tetrahedron Lett. 1975, No. 17, pp. 1417-1420.
Cimino, G.; De Stefano, S.; Minale, L.; Fattorusso, E., “Ircinin-1 and -2 linear sesterterpenes from the marine spongeIrcinia oros”, Tetrahedron1972, vol. 28, pp. 333-341.
Csuk, R.; Furstner, A.; Weidmann, H., “Efficient, low temperature reformatsky reaction of extended scope”,J. Chem. Soc. Chem. Commun. 1986, p. 775.
Csuk, R.; Glanzer, B. I.; Hu, Z.; Boese, R., “Double stereodifferentiating dreiding-schmidt reactions”,Tetrahedron1994, Vo. 50, No. 4, pp. 1111-1124.
Dax, K.; Rauter, A. P.; Stutz, A. E.; Weidmann, H., “Enfache synthesen von 5-desoxy-hexofuranurono-6-3-lactonen”,Liebigs Ann. Chem. 1981, pp. 1768-1773.English Abstract(Reactions of D-glucuronic acid, XV, facile syntheses of 5-deoxy-hexofuranurono-6,3-lactones).
Devon, T. K.; Scott, A. I., “Terpenes”,Handbook of Naturally Occurring Compounds; Academic Press: New York, 1972; vol. II, pp. 79-175.
Faulkner, D. J. ariabilin, an antibiotic from the sponge,Ircinia variablis, Tetrahedron Lett. 1973, No. 39, pp. 3821-3822.
Figueredo, M.; Font, J.; Virgili, A., “Studies on structurally simples α,β-butenolides. VII. an easy entry to γ-thiomethyl- and γ-aminomethyl-α,β-butenolides”,Tetrahedron1987, vol. 43, No. 8, pp. 1881-1886.
Finney, D. J., “4.7 Fiducial limits”,Probit Analysis, 1971, 3rd Ed., Cambridge University Press, London, p. 76-80.
Garem, B., “Tetrahedron report No. 59, from glucose to aromatics: recent developments in natural products of shikimic acid pathway”,Tetrahedron1978, vol. 34, pp. 3353-3383.
Gutshe, C. D., “The reaction of diazomethane and its derivatives with aldehydes and ketones”,Organic Reactions, New York: John Wiley & Sons, Inc., 1954, vol. VIII, 364-429.
Hanessian, S.; Girard, C., “Double stereodifferentiating dreiding-schmidt reactions”,Synlett1994, 10, pp. 865-867.
Haynes, L. J.; Plimmer, J. R, “Tetronic Acids”,Quarterly Reviews, London: The Chemical Society, 1960, vol. XIV, No. 3, Chapter 14, pp. 292-315.
Klein Gebbinck, E. A.; Stork, G. A.; Jansen, B. J. M.; of Groot, A., “Synthesis and insect antifeedant activity of 2-substituted 2,3-Dihydrofuran-3-ols and butenolides (Part II)”,Tetrahedron 55(1999), pp. 11077-11094.
Kotora, M.; Negishi, E., “Highly efficient and selective procedures for the synthesis of γ-alkylidenbutenolides via palladium-catalyzed ene-yne coupling and palladium- or silver-catalyzed lactonization of (Z)-2-En-4-moic acids. Synthesis of rubrolides A, C, D, and E.”Synthesis1997, pp. 121-128.
Kwart, H.; Hoffmann, D. M., “Observations regarding the mechanism of olefin epoxidation with per acids”,J. Org. Chem. 1966, vol. 31, pp. 419-425.
Larock, R. C.; Riefling, B.; Fellows, C. A. J.“Mercury in organic Chemistry. 12.1Synthesis of β-chloro-Δα,β-butenolides via mercuration-carbonylation of propargylic alcohols2”,J. Org. Chem. 1978, vol. 43, No. 1, pp. 131-137.
Ma, S.; Schi, Z.; Yu, Z. “Synthesis of β-halobutenolides and their Pd(0)-catalyzed cross-coupling reactions with terminal alkynes and organozinc reagents. A general rout to β-substituted butenolides and formal synthesis ofcis-whisky lactone”Tetrahedron55 (1999), pp. 12137-12148.
Marshall, P. G., “Steroids: Cardiotonic Glycosides and Aglycons; Toad Poisons”,Rodd's Chemistry of Carbon Compounds, Second Edition; Rodd, E. H., Ed.; Elsevier: New York, 1970; vol. II Part D, Chapter 17, pp. 360-421.
Mitsunobu, O., “The use of diethyl azodicarboxylate and triphenylphosphine in synthesis and transformation of natural products”,Synthesis1981, pp. 1-28.
Newth, F. H.., “The O-toluene-p-sulphonyl derivatives of 1,5-anhydro-4,6-O-benzylidene-D-glucitol”,J. Chem. Soc. 1959, 2717-2720.
Rao, A. S., “Tetrahedron report No. 150, recent advances in the preparation and synthetic applications of oxiranes”,Tetrahedron1983, vol. 39, No. 14, pp. 2323-2367.
Rauter, A. P.; Ferreira, M. J.; Font, J.; Virgili, A.; Figueredo, M.; Figueiredo, J. A.; Ismael, M. I.; Canda, T. L., “Synthetic, fungicidal unsaturated-γ-lactones attached to furanosidic systems. Configurational determination by nuclear overhauser effect”,J. Carbohydr. Chem. 1995, 14(7), pp. 929-948.
Rauter, A. P.; Figueiredo, J. A.; Ismael, M. I., “Synthesis of pseudo-C-nucleosides”,Carbohydate. Research, 1989, 188, pp. 19-24.
Rauter, A. P.; Figueiredo, J. A.; Ismael, M. I.; Pais, M. S.; Gonzalez, A. G.; Dias, J.; Barrera, J. B., “Synthesis of α-methylene-γ-lactones infuranosidic systems”,J. Carbohydr. Chem. 1987, 6(2), pp. 259-272.
Rauter, A. P.; Figueiredo, J.; Ismael, M.; Canda, T. L.; Font, J.; Figueredo, M., “Efficient synthesis of α,β-unsaturated g-lactones linked to sugars”,Tetrahedron: Asymmetry2001, 12, pp. 1131-1146.
Robertson, J. L.; Preisher, H.,Pesticide Bioassays with Arthropods, 1992, CRC Press, Boca Raton, FL, pp. 1-127.
Rodrigues, J.; Dulcere, J. P., “Cohalogenation in organic synthesis”,Synthesis, 1993, pp. 1177-1202.
Rothberg, I.; Shubiak, P., “The structure of some antibiotics from the spongeIrcinia strobilina”, Tetrahedron Lett. 1975, No. 10, pp. 769-722.
Schmitz, F. J.; Kraus, K. W.; Ciereszko, L. S.; Sifford, D.. H.; Weinheimer, A. J.Áncepsenolide: A novel Bisbutenolide of Marine Origin,The Tetrahedron Letters, The International Organ for th

LandOfFree

Say what you really think

Search LandOfFree.com for the USA inventors and patents. Rate them and share your experience with other people.

Rating

Sugar derivatives comprising oxiranes or α,... does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Sugar derivatives comprising oxiranes or α,..., we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Sugar derivatives comprising oxiranes or α,... will most certainly appreciate the feedback.

Rate now

     

Profile ID: LFUS-PAI-O-4058243

  Search
All data on this website is collected from public sources. Our data reflects the most accurate information available at the time of publication.