Method for preparing cyclic compounds

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

Reexamination Certificate

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C540S201000, C540S205000, C540S215000, C540S302000, C540S347000

Reexamination Certificate

active

07459551

ABSTRACT:
The present invention provides a method for preparing a β-lactam compound of the following Formula (3), which comprises the step of reacting a compound of the following Formula (1) with a trialkyl phosphite represented by the formula (R5O)3P (wherein R5represents an ethyl group, etc.) in an amount of 2 to 5 moles per mole of the compound and the step of heating the resulting reaction mixture in a diluent, wherein said method is characterized by having the step of completely removing unreacted trialkyl phosphite from the reaction mixture prior to the step of heating.(wherein X represents S, etc., Y represents N, etc., n represents 0 or 1, R1represents an optionally substituted alkyl group containing 1 to 10 carbon atoms, etc., R2and R3each represent an optionally substituted alkyl or heterocyclic group, etc., and R4represents an alkenyloxy group containing 1 to 6 carbon atoms, etc., provided that R1and R2may together form a β-lactam ring, etc.)

REFERENCES:
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patent: 597401 (1994-05-01), None
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patent: 06 072875 (1994-03-01), None
patent: WO 93 03042 (1993-02-01), None
Battistini et al. “A New Route To Penems And Carbapenems” Tetrahedron Letters, vol. 25, No. 22, 1984, pp. 2395-2398.
Perrone et al. “The Carbonyl-Carbonyl Coupling Route To Penems: A Stepwise Analysis” Tetrahedron Letters, vol. 25, No. 22, 1984, pp. 2399-2402.
Budt et al. “Alkylphosphonous Acid Diesters Novel Reagent For The Oxalimide Cyclisation To Penems” Tetrahedron Letters, vol. 33, No. 37, 1992, pp. 5331-5334.

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