http://rdf.ncbi.nlm.nih.gov/pubchem/patent/ES-423962-A1
Outgoing Links
Predicate | Object |
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assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_a333e6344b62fb21a7c1ee592b165fca |
classificationCPCAdditional | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/Y02P20-55 |
classificationCPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D499-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/A61P31-04 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D271-06 |
classificationIPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D499-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D501-24 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D501-20 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/A61K31-546 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/A61K31-545 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D271-06 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/A61K31-43 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D499-46 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/A61P31-04 |
filingDate | 1974-03-06-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
publicationDate | 1976-07-01-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
publicationNumber | ES-423962-A1 |
titleOfInvention | PROCEDURE TO PREPARE 6-SUBSTITUI-DO-AMINOPENICILANIC AND 7-SUBSTITUTE-AMINOCEPHALOSPORANIC ACID DERIVATIVES. |
abstract | Procedure for preparing derivatives of 6-substituted-aminopenicyllanic and 7-substituted-aminocephalosporanic acids, with the general formulas **(See formula)** where Q represents the group **(See formula)** where U represents an amido group (eg saccharyl, succinimido or phthalamido) or a group OE' where E' represents hydrogen, a salt-forming cation, a steric residue such as a (lower) alkyl group substituted by choice with an alkanoyloxy (lower) group, which can also be substituted, a silyl group, a phenacyl group, a benzyl group, a benzohydryl group, a trichlorethyl group, or tert-butyl group, X represents a hydrogen atom, a group hydroxy, a (lower) alkanoyloxy group (preferably acetoxy) or the residue of a nueleophilic agent, such as a halogen atom, an acid group, a cyano group, and carbamoyloxy group, a choice substituted heterocyclic mononuclear group containing an atom sulfur or nitrogen (eg pyridinyl); an -S-Q' group (where Q' represents a diazolyl, triazolyl, tetrazolyl, thiazolyl, thiadiazolyl, triatriazolyl, oxazolyl, oxadiazolyl, benzimid-azolyl, benzoxazolyl, triazol-pyridinyl or puridinyl group optionally), or X represents a amino group where Q represents a group with formula XX; R1 represents a lower alkyl group (eg methyl, ethyl, propyl, osopropyl, butyl, sec. Butyl, isobutyl, t-butyl) optionally substituted in primary or secondary position with 1 fluorine, chlorine atom, a group hydroxy, or lower alkoxy (eg fluoromethyl, 2-chloroethyl, methoxymethyl, 1-hydroxyethyl) or a cycloalkyl group optionally substituted with 1 or more lower alkyl groups, hydroxy or lower alkoxy groups or where R1 represents an adamantyl group or a phenyl group substituted by choice with a maximum of 3 of the substituents selected from chlorine, fluorine, hydroxy, lower alkoxy and lower alkyl, or where R1 represents a five-membered mononuclear heterocyclic group (eg, furyl, thienyl, isoxazolyl, isothiazolyl, oxadiazolyl) substituted by choice with lower alkyl groups, or where represents an aralkyl group (eg benzyl) substituted by choice in the phenyl nucleus as mentioned above, or ag carboxymethyl group, and Z1'' represents, together with the definition indicated above for R1, a hydrogen atom, a (lower) alkyl group optionally substituted with a chlorine or fluorine atom, a (lower) alkoxy group, a cycloalkyl group, a phenyl group, which in turn is substituted by choice with a maximum of three of the aforementioned substituents, or represents a carboxy group esterified with a residue of (lower) alkyl, phenyl, cycloalkyl or aralnuil, said choice being found phenyl radicals substituted with a maximum of one of the aforementioned substituents, or Z1'' represents an N-substituted carbamoyl group of choice with one or two (lower) alkyl groups, a phenyl group, a five-membered mononuclear heterocyclic group, a cycloalkyl group, one or two arylalkyl (lower) or cycloalkylalkyl (lower) groups, with the phenyl and cycloalkyl groups being substituted by choice with a maximum of one of the substituents above, or Z1'' represents a carbamoyl group that has its nitrogen atom as a member of a heterocyclic ring (eg, morpholino) and where R2 represents a group **(See formula)** where n represents 0, 1, 2, or 3, and represents a hydrogen atom or a lower alkyl group, and R4 represents a hydrogen atom, a lower alkyl, a cycloalkyl, phenyl, or aralkyl group, o represents a -COOE group, where E represents a hydrogen atom or a salt-forming group, (when n 1), or a (lower) alkyl, benzyl or phenyl ester residue, or R4 represents an N-substituted carbamoyl group optionally with one or two (lower) or alkenyl groups, a phenyl group, a cycloalkyl group, one or two arylalkyl (lower) or cycloalkylalkyl (lower) groups, with the phenyl and cycloalkyl groups being substituted with a maximum of one of the aforementioned substituents, or where R3 and R4, together with the carbon atom to which they are attached, represent a substituted cycloalkyl group of choice, and z4 represents a hydrogen atom or a substituted aryl group of choice comprising reacting a ester or an amide of derivatives of 6-isocyanatopenicillanic acid or 7-disocyanate-cephalosporic acid, with an active group present at choice, either: 1) with an acid of the general formulas protected; or **(See formula)** where (see formula) and (see formula) are as defined above for R2 and z4 or represent groups that can easily become those that fall within the definition of R2 and Z4 and that can be influenced or can also react under reaction conditions, or **(See formula)** where (see formula) and (see formula) are as previously defined for Z2 and Z3, or represent groups that can easily become those that fall within the definition of Z2 and Z3, when the latter can be influenced or can react under reaction conditions, in an inert organic solvent medium and preferably in the presence of an organic base, or with 2) an organometallic compound with the formulas A-MeI, A-MeII -Hal or A-MeII -A, in which A represents a group of the formulas **(See formula)** (in which (see formula) and (see formula) are as previously defined) or **(See formula)** (in which (see formula) and (see formula) are as previously defined), Me represents a metal atom, for example, lithium, sodium or magnesium, with the numbers I or II indicating its valence, and Hal represents a halogen, preferably a chlorine or bromine atom, in an anhydrous organic solvent medium under conditions that favor a Grignard-type reaction; Reformatzky or analogous followed by removal of the metallic residue from the products thus obtained; followed by separation and isolation or both of the obtained compound and the removal of the protecting groups present at choice in order to form corresponding penicilllanic or cephalosporanic acids, and the transformation at choice of these obtained acids into their salts or esters. (Machine-translation by Google Translate, not legally binding) |
priorityDate | 1972-12-22-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
type | http://data.epo.org/linked-data/def/patent/Publication |
Incoming Links
Total number of triples: 64.