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Title:
3-IMINO-2-ISOPROPYLIDENE-7-OXO-4-THIA-1-AZABICYCLO(3.2.0)HEPTANE COMPOUND AND ITS PRODUCTION
Document Type and Number:
Japanese Patent JPH107678
Kind Code:
A
Abstract:

To obtain the subject new compound of β-lactam analog useful as an intermediate for producing antibiotics, etc., by reacting a penicillanic acid amidosulfoxide with a phosphorus compound and subsequently subjecting the obtained ring-opened compound to a ring-closing reaction in an aprotic organic solvent.

A new 3-imino-2-isopropylidene-7-oxo-4-thia-1- azabicyclo[3.2.0]heptane compound of formula I (R1 is H, a halogen; R2 is H, a halogen, phthalimide; R3 is H, an alkyl, benzyl, a heterocyclic group such as isoxazole group or pyrazole group). The compound of formula I is useful for producing other various β-lactam analogs or as an intermediate for producing β-lactam antibiotics, etc. The compound of formula I is obtained by reacting a penicillanic acid of formula II with a phosphorus compound to open the thiazoline ring, and subsequently subjecting the product to an intramolecular ring-closing reaction in an anhydrous aprotic organic solvent.


Inventors:
HERAK JURE J
Application Number:
JP6129997A
Publication Date:
January 13, 1998
Filing Date:
March 14, 1997
Export Citation:
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Assignee:
PLIVA PHARM & CHEM WORKS
International Classes:
C07D499/00; C07D499/86; C07D499/87; C07D499/897; C07D513/04; A61K31/00; (IPC1-7): C07D499/86; C07D499/87; C07D499/897
Attorney, Agent or Firm:
Shigeru Yagita (2 outside)