IL111513A - Process for preparing azetidinone compounds - Google Patents
Process for preparing azetidinone compoundsInfo
- Publication number
- IL111513A IL111513A IL111513A IL11151391A IL111513A IL 111513 A IL111513 A IL 111513A IL 111513 A IL111513 A IL 111513A IL 11151391 A IL11151391 A IL 11151391A IL 111513 A IL111513 A IL 111513A
- Authority
- IL
- Israel
- Prior art keywords
- butoxy
- dimethylformamide
- phenyl
- isopropoxy
- propoxy
- Prior art date
Links
Landscapes
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
A process for preparing a compound of the formula R1R2 NH OCO2H wherein R1 is hydrogen; methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, methoxy, ethoxy, n-propoxy, isopropoxy, n-butoxy, isobutoxy, sec-butoxy, or tert- butoxy; or an R4 B group £wherein R4 is hydroxyl; methoxy, ethoxy, n-propoxy, or isopropoxy; fluoride; acetoxy, propionyloxy, n-butyryloxy, or isobutyryloxy or benzyloxycarbonyloxy or p-nitrobenzyloxycarbonyloxy; methanesulfonyloxy, ethanesulfonyloxy, or propanesulfonyloxy; benzenesulfonyloxy or p-toluenesulfonyloxy; trimethylsilyloxy or tert-butyldimethylsilyloxy; mercapto; methylthio, ethylthio, n-propylthio, or isopropylthio; amino; acetylamino, propionylamino, n-butyrylamino, or isobutyrylamino; and B is an alkylene group that may have trifluoromethyl or phenyl substituents, selected from methylene, ethylene, ethylidene, trimethylene, propylidene, isopropylidene, tetramethylene, butylidene, pentamethylene, pentylidene, 2, 2, 2-trifluoroethylidene, 3, 3, 3-trifluoropropylidene, or benzylidene|; R2 is hydrogen, C1-C6 alkyl, phenyl and C1-C6 alkyl substituted phenyl, which comprises reacting a compoud of the formula R1R2 XX N OHH where R1 and R2 are defined hereinabove with R23CH2CO2H where R23 is chloro, bromo, iodo, or toluenesulfonyl in the presence of lithium bis(trimethylsilyl) amide, lithium hydride or sodium hydride in a mixed solvent system selected from diethyl ether: N, N-dimethylformamide, toluene: N, N-dimethylformamide and tetrahydrofuran: N, N-dimethylformamide.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US07/507,271 US5068232A (en) | 1990-04-10 | 1990-04-10 | Novel 2-substituted alkyl-3-carboxy carbapenems as antibiotics and a method of producing them |
IL9727591A IL97275A (en) | 1990-04-10 | 1991-02-19 | 2-Substituted alkyl-3-carboxy carbapenems as antibiotics and a method of producing them |
Publications (1)
Publication Number | Publication Date |
---|---|
IL111513A true IL111513A (en) | 1997-04-15 |
Family
ID=26322226
Family Applications (6)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
IL111512A IL111512A (en) | 1990-04-10 | 1991-02-19 | Propargyl azetidinone compounds |
IL111513A IL111513A (en) | 1990-04-10 | 1991-02-19 | Process for preparing azetidinone compounds |
IL111511A IL111511A (en) | 1990-04-10 | 1991-02-19 | Tri or tetra substituted allylazetidinone compounds |
IL11151394A IL111513A0 (en) | 1990-04-10 | 1994-11-02 | 2-Substituted alkyl-3-carboxy carbapenems as antibiotics and a method of producing them |
IL11151294A IL111512A0 (en) | 1990-04-10 | 1994-11-02 | 2-Substituted alkyl-3-carboxy carbapenems as antibiotics and a method of producing them |
IL11151194A IL111511A0 (en) | 1990-04-10 | 1994-11-02 | 2-Substituted alkyl-3-carboxy carbapenems as antibiotics and a method of producing them |
Family Applications Before (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
IL111512A IL111512A (en) | 1990-04-10 | 1991-02-19 | Propargyl azetidinone compounds |
Family Applications After (4)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
IL111511A IL111511A (en) | 1990-04-10 | 1991-02-19 | Tri or tetra substituted allylazetidinone compounds |
IL11151394A IL111513A0 (en) | 1990-04-10 | 1994-11-02 | 2-Substituted alkyl-3-carboxy carbapenems as antibiotics and a method of producing them |
IL11151294A IL111512A0 (en) | 1990-04-10 | 1994-11-02 | 2-Substituted alkyl-3-carboxy carbapenems as antibiotics and a method of producing them |
IL11151194A IL111511A0 (en) | 1990-04-10 | 1994-11-02 | 2-Substituted alkyl-3-carboxy carbapenems as antibiotics and a method of producing them |
Country Status (1)
Country | Link |
---|---|
IL (6) | IL111512A (en) |
-
1991
- 1991-02-19 IL IL111512A patent/IL111512A/en not_active IP Right Cessation
- 1991-02-19 IL IL111513A patent/IL111513A/en not_active IP Right Cessation
- 1991-02-19 IL IL111511A patent/IL111511A/en not_active IP Right Cessation
-
1994
- 1994-11-02 IL IL11151394A patent/IL111513A0/en unknown
- 1994-11-02 IL IL11151294A patent/IL111512A0/en unknown
- 1994-11-02 IL IL11151194A patent/IL111511A0/en unknown
Also Published As
Publication number | Publication date |
---|---|
IL111513A0 (en) | 1995-01-24 |
IL111512A0 (en) | 1995-01-24 |
IL111511A0 (en) | 1995-01-24 |
IL111512A (en) | 1997-04-15 |
IL111511A (en) | 1997-04-15 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
FF | Patent granted | ||
KB | Patent renewed | ||
KB | Patent renewed | ||
MM9K | Patent not in force due to non-payment of renewal fees |