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US4079181A Expired / Lapsed US ⏱️ 0.0 years remaining

Certain 7-oxo-4-thio-2,6-diazabicyclo-3,2,0-hept-2-ene compounds

Assignee: Shionogi and Co Ltd
•
Filing: 1976-02-17
•
Granted: 1978-03-14
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Expires: 1996-02-17
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Abstract

Abstract An intermediate represented by following formula for synthesizing 3-hydroxy-3-cephem compounds. ##STR1## wherein A and B each is a hydrogen or amino substituent; R is a hydrogen or thiol substituent; Hal is a halogen; X is a hydroxy or carboxy protecting group; the broken line between A and R shows that when R and B are hydrogens, and A is a carboxylic acyl, the substituents can be combined to form an azetidinothiazoline bicyclic ring; and the enamine derivatives thereof.

Inventors

  • 👤 Teruji Tsuji
  • 👤 Yoshio Hamashima
  • 👤 Mitsuru Yoshioka
  • 👤 Masayuki Narisada
  • 👤 Hiroshi Tanida
  • 👤 Taichiro Komeno
  • 👤 Wataru Nagata

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-29 18:47
CPC Classifications
C; C07; C07D; C07D205/00; C07D205/02; C07D205/06; C07D205/08; C07D205/09; C07D205/095; Y; Y02; Y02P; Y02P20/00; Y02P20/50; Y02P20/55

Claims Analysis

Total Claims: 13
Claim 1
Independent Claim 83 words
A compound of the formula ##STR140## wherein R' is benzyl or phenoxymethyl, X is hydroxy, alkoxy of 1 to 8 carbon atoms, 2,2,2-trichloroethoxy, benzyloxy, nitrobenzyloxy, methoxybenzyloxy, diphenylmethoxy, trityloxy, phenoxy, naphthyloxy, trimethylstannyloxy, trimethylsilyloxy, alkali metal oxy, alkaline earth metal oxy, tertiary butoxybenzyloxy, alkoxyalkoxy of 2 to 8 carbon atoms or aminoalkoxy of 2 to 8 carbon atoms, and Y" is an amino group containing 2 to 20 carbon atoms selected from the group of morpholino, piperidino, and, dialkylamino of 2 to 6 carbon atoms.
Claim 2
Dependent Claim 83 words
A compound of the formula ##STR140## wherein R' is benzyl or phenoxymethyl, X is hydroxy, alkoxy of 1 to 8 carbon atoms, 2,2,2-trichloroethoxy, benzyloxy, nitrobenzyloxy, methoxybenzyloxy, diphenylmethoxy, trityloxy, phenoxy, naphthyloxy, trimethylstannyloxy, trimethylsilyloxy, alkali metal oxy, alkaline earth metal oxy, tertiary butoxybenzyloxy, alkoxyalkoxy of 2 to 8 carbon atoms or aminoalkoxy of 2 to 8 carbon atoms, and Y" is an amino group containing 2 to 20 carbon atoms selected from the group of morpholino, piperidino, and, dialkylamino of 2 to 6 carbon atoms.
Claim 3
Dependent Claim 21 words
A compound according to claim 1 wherein R' is phenoxy-methyl; X is p-nitrobenzyloxy, 2,2,2-trichloroethoxy, benzyloxy, or benzhydryloxy; and Y" is morpholino.
Claim 4
Dependent Claim 20 words
A compound according to claim 1 wherein R' is benzyl; Y" is morpholino; X is p-nitrobenzyloxy, 2,2,2-trichloroethoxy, benzyloxy or benzhydryloxy.
Claim 5
Dependent Claim 17 words
A compound according to claim 1 wherein R' is benzyl; Y" is dimethylamino; and X is p-nitrobenzyloxy.
Claim 6
Dependent Claim 17 words
A compound according to claim 1 wherein R' is benzyl; Y" is piperidino; and X is 2,2,2-trichloroethoxy.
Claim 7
Dependent Claim 89 words
A compound of formula ##STR141## wherein R' is benzyl or phenoxymethyl, X is hydroxy, alkoxy of 1 to 8 carbon atoms, 2,2,2-trichloroethoxy, benzyloxy, nitrobenzyloxy, methoxybenzyloxy, diphenylmethoxy, trityloxy, phenoxy, naphthyloxy, trimethylstannyloxy, trimethylsilyloxy, alkali metal oxy, alkaline earth metal oxy, tertiary butoxybenzyloxy, alkoxyalkoxy of 2 to 8 carbon atoms or aminoalkoxy of 2 to 8 carbon atoms, Y" is an amino group containing 2 to 20 carbon atoms selected from the group of morpholino, piperidino, and, dialkylamino of 2 to 6 carbon atoms, and Hal is chlorine, bromine, iodine or fluorine.
Claim 8
Dependent Claim 89 words
A compound of formula ##STR141## wherein R' is benzyl or phenoxymethyl, X is hydroxy, alkoxy of 1 to 8 carbon atoms, 2,2,2-trichloroethoxy, benzyloxy, nitrobenzyloxy, methoxybenzyloxy, diphenylmethoxy, trityloxy, phenoxy, naphthyloxy, trimethylstannyloxy, trimethylsilyloxy, alkali metal oxy, alkaline earth metal oxy, tertiary butoxybenzyloxy, alkoxyalkoxy of 2 to 8 carbon atoms or aminoalkoxy of 2 to 8 carbon atoms, Y" is an amino group containing 2 to 20 carbon atoms selected from the group of morpholino, piperidino, and, dialkylamino of 2 to 6 carbon atoms, and Hal is chlorine, bromine, iodine or fluorine.
Claim 9
Dependent Claim 24 words
A compound according to claim 6 wherein R' is phenoxymethyl; Y" is morpholino; Hal is bromine; and X is p-nitrobenzyloxy, 2,2,2-trichloroethoxy, benzyloxy, or benzhydryloxy.
Claim 10
Dependent Claim 24 words
A compound according to claim 6 wherein R' is benzyl; Y" is morpholino; Hal is bromine; and X is p-nitrobenzyloxy, 2,2,2-trichloroethoxy, benzyloxy, or benzhydryloxy.
Claim 11
Dependent Claim 20 words
A compound according to claim 6 wherein R' is phenoxymethyl; Y" is morpholino; Hal is chlorine; and X is p-nitrobenzyloxy.
Claim 12
Dependent Claim 20 words
A compound according to claim 6 wherein R' is benzyl; Y" is dimethylamino; Hal is bromine; and X is p-nitrobenzyloxy.
Claim 13
Dependent Claim 20 words
A compound according to claim 6 wherein R' is benzyl; Y" is piperidino; Hal is bromine; and X is 2,2,2-trichloroethoxy.

References Cited (Backward Citations)

US3862164A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1981-03-13 1981-09-12 1982-03-14 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1985-03-13 1985-09-12 1986-03-14 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1989-03-13 1989-09-12 1990-03-14 $7700.00 Window Closed / Lapsed

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