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US 6,147,257 AGranted
Process for the preparation of S-alkylcysteines
AssigneeZambon Group S.p.A.
InventorsPietro Allegrini, Giuseppe Barreca, Elena Rossi
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Abstract
A process for the preparation of S-alkylcysteines of formula ##STR1## wherein R is a lower or branched C.sub.1 -C.sub.4 alkyl group; by S-alkylation of cysteines with dialkylcarbonates.
Claims13
A process for the preparation of S-alkylcysteines of formula ##STR4## wherein R is a linear or branched C.sub.1 -C.sub.4 alkyl group;
- the carbon atom marked by the asterisk is a stereogenic centre;
- comprising the treatment of a compound of formula ##STR5## wherein R.sub.1 is hydrogen or a linear or branched C.sub.1 -C.sub.6 aliphatic acyl group, or an arylcarbonyl group, or an alkoxycarbonyl or aryloxycarbonyl group, wherein the alkyl moiety is a linear or branched C.sub.1 -C.sub.4 alkyl, optionally substituted;
- R.sub.2 is a hydrogen atom or an optionally substituted linear or branched C.sub.1 -C.sub.6 alkyl or an optionally substituted benzyl group;
- wherein the carbon atom marked by the asterisk has the above reported meaning;
- with a dialkylcarbonate of formula
- (RO).sub.2 CO (III)
- wherein
- R has the above reported meanings;
- in the presence of a suitable organic or inorganic base;
- and the optional hydrolysis reaction, when one or both R.sub.1 and R.sub.2 are different from hydrogen.
7 more elements
A process for the preparation of S-methylcysteine which comprises the treatment of N-acetyl-cysteine with dimethylcarbonate, in the presence of a suitable organic or inorganic base and the subsequent hydrolysis reaction of the N-acetyl group.
Dependencies are inferred from the claim text.