摘要:
Improved process for the silylation of organic compounds with 1,1,1-trimethyl-N-(trimethyl)silanamine by means of catalysis with certain nitrogen containing organic compounds. The organic compounds which may be silylated by the improved process are carrying one or more -OH, -NH or SH groups, for example alcohols, phenols, carboxylic acids, amines, amides, aminoacids and thiols. The nitrogen containing catalysts are compounds with the general formula wherein X represents a hydrogen atom, a trialkylsilyl group or an electron-withdrawing group and Y represents an electron-withdrawing group. Novel trimethylsilylated thiols and novel trimethylsilylated 3'-substituted cephalosporanic acid derivatives are prepared by the improved process.
摘要:
New bromo-substituted deacetoxycephalosporins, of the general formula: wherein R, represents a benzamido, formamido, phenylacetamido or phenoxyacetamido group, R 2 represents a hydrogen or bromine atom and R 3 represents a silyl group of the general formula: wherein R', R" and R"' are the same or different and each represents an alkyl group (having at most 6 carbon atoms), a halogen-substituted alkyl group (having at most 6 carbon atoms) or an aryl group and process for the preparation of the compounds of formula I. The compounds of formula I are suitable intermediates in processes for the preparation of known and new antibiotics.
摘要:
3'-Bromo-substituted deacetoxycephalosporanic acid sulphoxide derivatives are prepared by silylating the carboxy group (in order to protect same) of a 3'-unsubstituted deacetoxycephalosporanic acid sulphoxide derivative in an inert anhydrous organic solvent, and then brominating the resulting silyl ester of the deacetoxycephalosporanic acid sulphoxide in situ.
摘要:
Improved process for the preparation of brominated cephalosporanic derivatives, wherein a desacetoxy-3-cephem sulphoxide of general formula wherein R 1 represents an acylamido group and R 3 represents a group protecting the carboxy radical, is brominated in manner known per se and a compound of general formula in the reaction mixture or separated from such a reaction mixture is debrominated in the presence of a hydrogen donor and the 3-bromomethyl-3- cephem derivative of the general formula thus produced is recovered.
摘要:
Process for the prepration of thioethers by reacting a silylated thiol of the general formula: wherein R represents an organic group and R 1 , R 2 and R 3 are the same or different and each represents an alkyl group having 1 to 4 carbon atoms, with an organic halide, sulphate or sulphonate in the presence of hexamethylphosphoric triamide as a solvent or co-solvent. The process is carried out under neutral conditions in aprotic solvents at a temperature between 0° and 150°C.
摘要:
Improved process for the silylation of organic compounds with 1,1,1-trimethyl-N-(trimethyl)silanamine by means of catalysis with certain nitrogen containing organic compounds. The organic compounds which may be silylated by the improved process are carrying one or more -OH, -NH or SH groups, for example alcohols, phenols, carboxylic acids, amines, amides, aminoacids and thiols. The nitrogen containing catalysts are compounds with the general formula wherein X represents a hydrogen atom, a trialkylsilyl group or an electron-withdrawing group and Y represents an electron-withdrawing group. Novel trimethylsilylated thiols and novel trimethylsilylated 3'-substituted cephalosporanic acid derivatives are prepared by the improved process.
摘要:
Process for the preparation of 7-acylamino-3-(thio--substituted)methyl-3-cephem-4-carboxylic acid 1-oxide derivatives by reacting a 7-acylamino-3-bromomethyl-3--cephem-4-carboxylic acid 1-oxide derivative with a silylated thiol of the general formula: wherein R represents an organic group, preferably a 5- or 6-membered heterocyclic group, which reaction is preferably carried out in the presence of an inert organic solvent at a temperature between - 20° and 80°C thereby obtaining the corresponding 7-acylamino-3-(R--thiomethyl)-3-cephem-4-carboxylic acid 1-oxide derivatives, many of which are valuable intermediates in methods for the preparation of therapeutically active cephalosporins.