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4334065 |
Cephalosporin intermediates
7α-(Dimethylamidino)-3-cephem ester 1α-oxides represented by the formula ##STR1## wherein R is hydrogen or acetoxy and R 1 is a carboxy protecting group, are prepared via DBU epimerization of...
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4326071 |
Halomethyl derivatives of gamma-aminobutyric acid and related compounds
Novel compounds of the following general formula are useful pharmacological agents: ##STR1## wherein Y is FCH 2 - or F 2 CH-; R 1 is hydroxy, a straight or branched alkoxy group of from 1 to 8...
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4323704 |
αAcetylene and α-vinyl derivatives of amino acids
Novel compounds of the formula ##STR1## wherein A is methylene, ethylene or ethylidene; R 1 is --C.tbd.CH or --CHCH 2 ; R 2 is hydrogen or COR wherein R is hydroxy, a straight or branched...
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4323676 |
Process for preparing cephalosporins
Novel 3-acyloxymethyl-cephem compounds of the formula: ##STR1## wherein R 1 is hydrogen or an acyl group; W is acetonyl, or a group represented by --X--COOH or --X--OH (X is an organic residue) or...
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4322526 |
Process for producing 7-aminocephalosporanic acid
Novel Cephalosporin C derivatives, their production and their use in isolating Cephalosporin C from culture filtrates for subsequent conversion of 7-aminocephalosporanic acid.
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4322347 |
2-Carbamoyloxymethyl-penicillin derivatives
Penicillin sulfoxide esters are reacted with an isocyanate to produce the corresponding (substituted)-2-carbamoyloxymethylpenam, the corresponding (substituted)-3-carbamoyloxycepham or the...
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4320055 |
Process for penicillin epimerization
6β-acylaminopenicillin-1β-sulfoxides are epimerized to 6α-acylaminopenicillin-1β-sulfoxides using triethylamine and chlorotrimethylsilane. The 6α-acylaminopenicillin-1β-sulfoxides produced in...
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4312982 |
α-Acylureidocephalosporins and salts and esters thereof
Compounds which are clinically important cephalosporins and salts and esters thereof having a wide spectrum of activity against Gram-positive bacteria but especially against Gram-negative bacteria...
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4310459 |
Process for producing carbamoyl substituted penams and carbamoyl substituted cephams from penicillin sulfoxide esters
Penicillin sulfoxide esters are reacted with an isocyanate to produce the corresponding (substituted)-2-carbamoyloxymethylpenam, the corresponding (substituted)-3-carbamoyloxycepham or the...
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4308381 |
Cephem compounds
Novel 3-acyloxymethyl-cephem compounds of the formula: ##STR1## wherein R 1 is hydrogen or an acyl group; W is acetonyl, or a group represented by --X--COOH or --X--OH (X is an organic residue) or...
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4304717 |
Process for the preparation of reactive penicillanic acid and cephalosporanic acid derivatives
This invention relates to a process for the preparation of acid amides having the formula (I) or their salts ##STR1## wherein R 1 is hydrogen or an easily removable ester-forming or salt-forming...
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4299955 |
Process for preparing derivatives of 7-amino-desacetoxy cephalosporanic acid
Process for preparing cephalexine monohydrate and cephadroxyl monohydrate, according to which a reaction is carried out of a mixed anhydride prepared from a Dane salt of phenylglycine or...
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4298529 |
Alkoxyimino dioxy butyric acid derivatives
The invention relates to new antimicrobially active 3-cephem compounds, processes for preparing such compounds, new intermediate compounds comprising alkoxyimino dioxy butyric acid derivatives...
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4296112 |
Cephalosporins
A cephalosporanic acid of the general formula ##STR1## wherein A represents ##STR2## and the pharmaceutically acceptable salt and ester thereof.
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4286088 |
Process for preparing 7-aminocephalosporins
7-Aminocephalosporin of the formula: ##STR1## wherein R 2 is 3-oxobutyryloxy group, 1-methyl-1H-tetrazol-5-ylthio group or 1-(2-dimethylaminoethyl)-1H-tetrazol-5-ylthio group, or its salt is...
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4283531 |
Synthesis of β-lactams having a substituted hydroxymethylene group at the position α to the lactam carbonyl group
β-Lactams having a substituted hydroxymethylene group at the position α to the lactam carbonyl group are prepared by reaction of an α-halo-β-lactam with zinc or zinc amalgam in an anhydrous...
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4267321 |
Cephalosporin derivatives
Novel Cephalosporin C derivatives, their production and their use in isolating Cephalosporin C from culture filtrates for subsequent conversion to 7-aminocephalosporanic acid.
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4264595 |
7-[2-(2-Imino-4-thiazolin -4-yl)-2-(syn)-hydroxy-iminoacetamido]-cephalosporins
Disclosed are 2-(syn)-hydroxyimino-acetamide derivatives of the formula: ##STR1## wherein Y is hydrogen, hydroxyl, an acyloxy, carbamoyloxy, a quaternary ammonium or a nitrogen-containing...
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4260746 |
Chemical intermediates useful to prepare cephalosporins
7α-Methoxy-7β-acylamino cephalosporins are prepared from 7β-acylamino cephalosporins through formation of a ketenimine by the action of an acid halide, formation of an addition reaction adduct...
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4260823 |
α-Acetylenic derivatives of α-amino acids
Novel acetylenic derivatives of α-amino acids of the following general structure: ##STR1## wherein R is hydrogen, alkylcarbonyl wherein the alkyl moiety has from 1 to 4 carbon atoms and is...
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4254029 |
Process for preparing β-lactam antibiotics
Compounds of formula (I): ##STR1## [in which: Z represents a group of formula ##STR2## R represents a hydrogen atom, a 1-pyridyl group or a group of formula --YR' (in which: R' represents an alkyl...
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4252973 |
Process for chemically removing the acyl sidechain from cephalosporins and penicillins
A process for removing the acyl sidechain from penicillins and cephalosporins which comprises chlorinating the acyl compound and treating the resulting iminochloride with an o-aminothiophenol to...
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4251657 |
Method for removing protective groups
A halogenoacetyl group is removed from a halogenoacetyl amino compound in a short period of reaction time by reacting the halogenoacetyl amino compound with an N-substituted dithiocarbamic acid or...
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4250307 |
Process for the preparation of 7-amino-cephalosporanic acid
A novel compound selected from the group consisting of the compound of the formula ##STR1## the metal salts, the ammonium salt and the salts with nitrogen bases, a process for the preparation of...
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4245088 |
Novel 3-acyloxymethyl-cephem compounds useful as intermediates for preparing cephalosporin antibiotics
Novel 3-acyloxymethyl-cephem compounds of the formula: ##STR1## wherein R 1 is hydrogen or an acyl group; W is acetonyl, or a group represented by --X--COOH or --X--OH (X is an organic residue) or...
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4237051 |
Stereospecific production of 6- or 7-carbon-substituted-β-lactams
Reaction of 6- or 7-diazo-β-lactams with allylic halides in the presence of a catalytic amount of metallic copper or a copper salt affords 6- or 7-carbon-substituted-β-lactams with the desired...
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4236002 |
Cephalosporin derivatives
New 7-[4-hydroxy-3-(substituted methyl)phenyl]acetamido cephalosporin derivatives are prepared which are useful as antibiotics.
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4230644 |
Halogenating reagents
Novel halogenating agents are derived from triaryl phosphites and chlorine or bromine. They are useful in converting 7-acylamino-3-hydroxy-3-cephem compounds to 7-acylamino-3-halo-3-cephems and the...
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4229363 |
4-Hydroxy-3-(substitutedmethyl)-benzeneacetic acids
New 4-hydroxy-3-(substitutedmethyl)benzeneacetic acids have been prepared which are useful as starting materials in the preparation of cephalosporin and penicillin derivatives.
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4225706 |
Polychalcogen ester of cephem compound, process for preparing the same and method for removing the protective group of the same
A novel ester of a cephem compound having a carboxyl group at the 4-position in the nucleus; a process for preparing the same by reacting a cephem carboxylic acid or its salt with a halogenide; and...
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4224442 |
7-Ureido acetamido substituted cephalosporin antibiotics
Cephalosporin antibiotics of the formula ##STR1## wherein R is ##STR2## and R" is H, C 1 -C 3 alkyl, allyl, propargyl, C 3 -C 6 cycloalkyl, phenyl, benzyl or furfuryl; R' is H or methyl; or R...
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4223132 |
Selective conversion of benzyl alcohol carboxylates to the free acid form
A process for preparing free carboxylic acids which comprises treating an optionally substituted benzyl ester with a Lewis acid, preferably in the presence of a cation acceptor, followed by...
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4223135 |
Production of cephalosporins
In the preferred embodiment of the present invention trimethylsilyl 7-trimethylsilyloxycarbonylaminodecephalosporanate was prepared by bubbling dry carbon dioxide into an anhydrous solution of...
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4219477 |
Penicillin derivatives
Penicillin and cephalosporin derivatives and non-toxic salts thereof represented by the formula (1), ##STR1## wherein Ar represents a phenyl or heterocyclic group which may be substituted by a...
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4218374 |
Penam derivatives
A compound of the general formula: ##STR1## wherein R 1 is amino or a conventional, pharmaceutically acceptable acylamino, R 2 is carboxy or a conventionally protected carboxy, X is --S-- or...
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4217275 |
β-Lactam antibiotic esterification process using methoxymethyl methane sulfonate
Disclosed is an improved process for esterifying carboxylic acids, particularly 3-carboxylic acid groups of penicillins and 4-carboxylic acid groups of cephalosporins, to form methoxymethyl esters....
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4217274 |
Methoxyethoxymethyl esters of penicillins
β-Methoxyethoxymethyl esters of cephalosporins and penicillins are exemplified by such esters of hetacillin and heta-amoxicillin were synthesized and found to exhibit advantageous biological...
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4211702 |
Process for preparation of penicillin and cephalosporin imino halides
Penicillin and cephalosporin imino halides are prepared by reacting of 6-acylaminopenicillins or 7-acylamino cephalosporins with a novel chlorinating compound derived from a triaryl phosphite and...
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4209616 |
Syn isomers of cephalosporins having α-hydroximino- or α-acyloxyiminoacylamido groups at position-7
The invention provides novel antibiotic compounds which are 7β-acylamidoceph-3-em-4-carboxylic acids, and non-toxic derivatives thereof, and 6β-acylamidopenam-3-carboxylic acids, and non-toxic...
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4208517 |
Caphalosporin compounds having at position-7 an α-etherified hydroxyiminoarylacetamido group
Antibiotic compounds of the general formula ##STR1## [wherein R is a phenyl, thienyl or furyl group; R a and R b , which may be the same or different, are each selected from hydrogen, C 1 -4...
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4202817 |
Process for the production of penam and cephem derivatives
A process for the preparation of penam and cephem derivatives by reacting a phosphite amide of a 6-aminopenicillanic acid or 7-aminocephalosporanic acid with an acyl halide in an aprotic solvent in...
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4189574 |
Cephalosporin derivatives and process
A novel compound selected from the group consisting of the compound of the formula ##STR1## the metal salts, the ammonium salt and the salts with nitrogen bases, a process for the preparation of...
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4187374 |
7-(β-Aminoacylamino)-3-substituted-3-cephem-4-carboxylic acid derivatives and preparation thereof
7-[β-Aminoacylamino]-3-substituted-3-cephem-4-carboxylic acid derivatives of the formula: ##STR1## wherein R 1 is hydrogen, lower alkyl, lower alkenyl, aryl or a heterocyclic group, R 2 is...
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4183850 |
Process for preparing 2-acyloxymethylpenams and 3-acyloxycephams
A process for preparing 2-acyloxymethylpenams and 3-acyloxycephams of the formulae 1 and 2 ##STR1## in which R represents the aliphatic, aromatic, or heterocyclic moiety of an amino-protecting...
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4179557 |
Acylation of 7-aminocephalosporanic acids
6-Aminoacylamidopenicillanic acid or 7-aminoacylamidocephalosporanic acids are produced in high yields by acylating 6-aminopenicillanic acid or 7-aminocephalosporanic acid with an amino acid, or a...
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4178444 |
Hydrazono derivatives of cephalosporins
Hydrazono derivatives of cephalosporins of the formula ##STR1## wherein R is phenyl optionally substituted, 2- or 3-thienyl optionally substituted, or 2- or 3-furyl optionally substituted, R 1 is...
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4176231 |
Process for preparing 3-exomethylenecepham sulfoxides
3-Exomethylenecepham sulfoxides are prepared by the reaction of 3-methyl-3-halocepham sulfoxides with mercuric or mercurous perchlorate.
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4175185 |
Process for preparing cephalosporanic acid derivatives
A process for preparing a cephalosporanic acid derivative or a 7-acylaminocephalosporanic acid derivative which comprises subjecting an esterifying agent to reaction in liquid sulfur dioxide in the...
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4175076 |
Azetidinone mercury sulfides and process therefor
Novel azetidinone mercury sulfides are prepared by the reaction of penicillin derived thiazolineazetidinones with a mercuric halide in the presence of an alcohol or glycol. They are useful...
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4172198 |
7-(N-substituted-2-phenylglycinamido)-3-sub stituted-3-cephem-4-carboxylic acid compounds and preparation thereof
New cephalosporin compounds of the formula: ##STR1## wherein R 1 is hydrogen or hydroxy, R 2 is a substituted alkanoyl group, R 3 is hydrogen, carbamoyloxy, alkanoyloxy or a heterocyclic-thio...
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