US4539148A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Production of 1-oxacephams and intermediates
Assignee: Shionogi and Co Ltd
•
Filing: 1983-08-16
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Granted: 1985-09-03
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Expires: 2003-08-16
Abstract
Abstract Useful intermediates, 7 alpha -acylamino-3-(oxo or exomethylene)-1-dethia-1-oxacepham-4 alpha -carboxylates, are produced by the intramolecular carbenoid insertion of a 2-diazo-3-(oxo or exomethylene)-4-(3 alpha -acylamino-2-oxoazetidin-4 beta -yl)oxybutyrate prepared in several steps from the corresponding oxazolinoazetidinone and diketone.
Inventors
- 👤 Sadao Yamamoto
- 👤 Hikaru Itani
- 👤 Hiromi Takahashi
- 👤 Teruji Tsuji
- 👤 Wataru Nagata
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-27 04:34
CPC Classifications
C; C07; C07D; C07D498/00; C07C; C07C59/00; C07C59/185; C07C59/21; C07C245/00; C07C245/12; C07C245/14; C07C245/18; C07C51/00; C07D205/00; C07D205/02; C07D205/06; C07D205/08; C07D205/085; C07D261/00; C07D261/02; C07D309/00; C07D309/02; C07D309/08; C07D309/10; C07D309/12; C07D505/00; C07F; C07F7/00; C07F7/02; C07F7/08; C07F7/0834; C07F7/0892; C07F7/10; C07F7/18; C07F7/1804; Y; Y02; Y02P; Y02P20/00; Y02P20/50; Y02P20/55
Claims Analysis
Total Claims: 4
Claim 1
Independent Claim
123 words
A 4-oxygenated butyric acid derivative of the formula ##STR96## wherein R is carboxy protecting group; R 2 is (1) methylene, (2) hydroxyiminomethylene, (3) hydroxyiminomethylene protected by tri-C 1 to C 5 -alkylsilyl, 1-C 1 to C 5 -alkoxy-C 1 to C 5 -alkyl, tetrahydrofuranyl or tetrahydropyranyl, or (4) diazomethylene; X is methylene; and Y 1 is a group of the formula ##STR97## in which R 1 is (1) C 1 to C 10 -alkyl which is unsubstituted or substituted by phenoxy (2) benzyl, (3) phenyl, (4) methylphenyl, (5) dimethylphenyl, (6) cyanophenyl, (7) nitrophenyl, (8) methoxyphenyl or (9) chlorophenyl and Z is hydrogen or a N-protecting group from the group of C 1 to C 5 -alkanoyl and tri-C 1 to C 5 -alkylsilyl.
Claim 2
Dependent Claim
123 words
A 4-oxygenated butyric acid derivative of the formula ##STR96## wherein R is carboxy protecting group; R 2 is (1) methylene, (2) hydroxyiminomethylene, (3) hydroxyiminomethylene protected by tri-C 1 to C 5 -alkylsilyl, 1-C 1 to C 5 -alkoxy-C 1 to C 5 -alkyl, tetrahydrofuranyl or tetrahydropyranyl, or (4) diazomethylene; X is methylene; and Y 1 is a group of the formula ##STR97## in which R 1 is (1) C 1 to C 10 -alkyl which is unsubstituted or substituted by phenoxy (2) benzyl, (3) phenyl, (4) methylphenyl, (5) dimethylphenyl, (6) cyanophenyl, (7) nitrophenyl, (8) methoxyphenyl or (9) chlorophenyl and Z is hydrogen or a N-protecting group from the group of C 1 to C 5 -alkanoyl and tri-C 1 to C 5 -alkylsilyl.
Claim 3
Dependent Claim
20 words
A compound as claimed in claim 1 wherein R 2 is hydroxyiminomethylene or hydroxyiminomethylene protected as defined in claim 1.
Claim 4
Dependent Claim
24 words
A compound as claimed in claim 1 wherein the N-protecting group Z or the protecting group for hydroxyiminomethylene R 2 is tri-C 1-5 alkylsilyl.
References Cited (Backward Citations)
No citation records indexed.
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1988-09-02 | 1989-03-04 | 1989-09-03 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1992-09-02 | 1993-03-04 | 1993-09-03 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1996-09-02 | 1997-03-04 | 1997-09-03 | $7700.00 | Window Closed / Lapsed |