Preparation of 1-oxapenicillins and intermediates therefor
AssigneeQueen's University at Kingston
InventorSaul Wolfe
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Abstract
The invention provides a novel process for opening the ring of 2-R-6-(1'-R.sup.1 -oxycarbonyl-2'-methyl-prop-1'-enyl)-1-oxa-3,6-diaza-4S,5R-bicyclo[3,2,0]h ept-2-en-7-one by treatment with a sulfonic acid salt thereby forming R.sup.1 2-(2'R-R-oxy-3'S-amino-4'-oxo)azetidinyl-3-methyl-2-butenoate sulphonic acid salts which can provide oxapenicillins by two different routes depending on the substituent desired on the carboxamido group of the 1-oxapenicillins. In the alternate processes, new intermediates are also provided.
Claims3
The compound of the formula ##STR28## wherein A is the residue of a sulfonic acid selected from the group consisting of benzenesulfonic acid and toluenesulfonic acid,
- R is benzyl phenoxymethyl, thienylmethyl, allylthionylmethyl, or pentyl,
- R.sup.1 is loweralkyl of 1 to 10 carbon atoms, or benzyl.
Dependencies are inferred from the claim text.