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US 4,539,147 AGranted
Process for preparing alpha-L-aspartyl-L-phenylalanine alkyl esters
AssigneeSirac SpA
InventorsAndrea Filippini, Renato Carobbi
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Abstract
A process for preparing alpha-L-aspartyl-L-phenylalanine alkyl esters from L-aspartic acid, of which the amino group is protected by bonding it to a 3,5-dimethoxy-.alpha.,.alpha.-dimethyl-benzyloxycarbonyl group, then transforming this intermediate into the corresponding anhydride by means of a dehydrating agent, then reacting the anhydride with L-phenylalanine alkyl ester, and finally eliminating the protective group by the action of U.V. radiation.
Claims2
A process for preparing alpha-L-aspartyl-L-phenylalanine alkyl esters of formula:
- ##STR4## in which R is C.sub.1 -C.sub.6 alkyl wherein (a) aspartic acid is reacted with 3,5-dimethoxy-.alpha.,.alpha.-dimethyl-benzyloxycarbonyl-azide in an anhydrous environment;
- (b) the resultant 3,5-dimethoxy-.alpha.,.alpha.-dimethyl-benzyloxy-carbonyl aspartic acid is reacted with acetic anhydride in excess to give the corresponding anhydride;
- (c) the protected aspartic anhydride is reacted with the L-phenylalanine alkyl ester in tetrahydrofuran solvent at ambient temperature;
- and
- (d) the resultant compound of formula:
- ##STR5## is subjected to an operation in which the protective group is split by the action of U.V. radiation on a solution of the product in tetrahydrofuran solvent at 10.degree.-15.degree. C.
3 more elements
Dependencies are inferred from the claim text.