Process for the removal of the formyl group from N-formyl peptides and esters thereof
AssigneePierrel S.p.A.
InventorsVincenzo Giobbio, Giorgio Ornato, Livio Buracchi, Alberto Mangia
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Abstract
A process for the removal of the formyl group in N-formylated peptides or their esters is described. The N-formyl compound is reacted with hydrazine or a substituted hydrazine of formula I: ##STR1## at a pH between 1 and 3.5, keeping the pH constant during the reaction. The process is particularly useful for the preparation of aspartam.
Claims10
A process for the removal of the formyl group in a compound which contains an N-formyl group of formula NH--CHO and the compound is a peptide containing an ester group and wherein the --NH group of the NH--CHO group is attached to a carbon atom adjacent to the --CONH-- grouping of said peptide, which consists of reacting said compound with hydrazine or a substituted hydrazine of formula I:
- ##STR5## wherein R is a saturated or unsaturated, linear or branched, substituted or unsubstituted alkyl of 1-5 carbon atoms, or substituted or unsubstituted cycloalkyl or substituted or unsubstituted aryl or an amino group at a pH between 1 and 3.5, keeping the pH constant during the reaction, wherein the N-formyl group is removed while the ester group is not attacked, and isolating the ester of the N-deformylated peptide from the reaction mixture.
Dependencies are inferred from the claim text.