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US 6,084,112 AGranted
Method for preparing .omega.-aminoalkanoic acid derivatives from cycloalkanones
AssigneeEmisphere Technologies, Inc.
InventorsKoc-Kan Ho, Andrea Leone-Bay
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Abstract
A convenient synthetic route to .omega.-aminoalkanoic acids, N-Boc protected .omega.-aminoalkanoic acids and Boc-amino acid coupled .omega.-aminoalkanoic acids is disclosed. The method provides high purity compounds that generally do not require further purification.
Claims7
A method for preparing a compound having the formula ##STR8## said method comprising:
- (a) reacting a cycloalkanone compound having the formula:
- ##STR9## with formic acid an hydroxylamine-O-sulfonic acid to provide a lactam having the formula:
- ##STR10## (b) reacting said lactam with an aqueous base to form an amine salt;
- and (c) acylating said amine salt with a compound having the formula:
- ##STR11## or a Boc protected amino acid succinate ester;
- wherein
- Y is carbonyl or oxycarbonyl;
- Z is a bond or an amino acid residue;
- R.sup.1 is C.sub.5 -C.sub.9 alkyl;
- R.sup.2 is hydrogen;
- R.sup.3 is tert-butyl or hydroxyphenyl;
- R.sup.4 is hydrogen;
- and
- X is a leaving group.
11 more elements
Dependencies are inferred from the claim text.