IL111513A - Process for preparing azetidinone compounds - Google Patents

Process for preparing azetidinone compounds

Info

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
Application number
IL111513A
Original Assignee
American Cyanamid Co
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority claimed from US07/507,271 external-priority patent/US5068232A/en
Application filed by American Cyanamid Co filed Critical American Cyanamid Co
Publication of IL111513A publication Critical patent/IL111513A/en

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  • 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.
IL111513A 1990-04-10 1991-02-19 Process for preparing azetidinone compounds IL111513A (en)

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)

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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