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US 4,072,676 AGranted
Process for preparation of 6-aminopenicillanic acid derivatives
AssigneeAmerican Home Products Corporation
InventorJohn H. Sellstedt
Life of this patent
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Abstract
A process for the preparation of 6-aminopenicillanic acid is described which comprises reacting a natural penicillin with a phosphorus halide to protect the carboxyl group of the natural penicillin and thereafter reacting the protected penicillin with an acid halide to form the corresponding penicillin imino halide, reacting the imino halide with an alcohol to form an imino ether and subsequent hydrolysis or alcoholysis to 6-aminopenicillanic acid.
Claims5
A process for the preparation of a compound of the formula:
- ##STR5## which comprises reacting a compound of the formula:
- ##STR6## with a phosphorus halide of the formula:
- ##STR7## in a molar ratio of about 0.5:1 to 3:1 and at a temperature of between about -40.degree. C and about +10.degree. C;
- wherein R is selected from the class consisting of benzyl, phenoxymethyl, n-heptyl, 2-pentyl, n-amyl, p-hydroxybenzyl and p-aminobenzyl;
- M is selected from the class consisting of hydrogen, an alkali metal and a tertiary amine;
- X is halogen;
- R.sub.1 and R.sub.2 are members selected from the class consisting of C.sub.1 through C.sub.7 (lower)alkoxy, aryl(lower)alkyloxy, aryloxy and halogen;
- R.sub.1 and R.sub.2 when joined together are ##STR8## R.sub.3 is .dbd. O (oxygen);
- n is either zero or 1;
- m is a number from 0 through 6, said word aryl meaning phenyl or naphthyl.
7 more elements
Dependencies are inferred from the claim text.