http://rdf.ncbi.nlm.nih.gov/pubchem/patent/GB-1171109-A
Outgoing Links
| Predicate | Object |
|---|---|
| assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_76195fd1cd08192222699d8e7a88c231 |
| classificationCPCAdditional | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/Y02P20-55 |
| classificationCPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07K1-063 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07K1-08 |
| classificationIPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07K1-08 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07K1-06 |
| filingDate | 1966-11-08-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| inventor | http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_888fc17e36cbef4bc9d84d635ead1426 |
| publicationDate | 1969-11-19-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationNumber | GB-1171109-A |
| titleOfInvention | Amino Acid Derivatives |
| abstract | 1,171,109. Amino acid derivatives. E. R. SQUIBB & SONS Inc. 8 Nov., 1966, No. 49926/66. Heading C2C. Novel lactones having the formula wherein A is a radical attached through a carbon atom thereof to the adjacent carbon atom of the lactone ring, said radical having a pi electron system or a nitrogen atom with a lone pair of electrons adjacent to the oxygen atom of the lactone ring, R is the residue of an α-amino acid, R<SP>1</SP> is hydrogen or 6 1-4 alkyl, and m is 0 to 7, are prepared by reacting an α-amino acid with an aldehyde or ketone having the formula to form a Schiff's base and lactonizing the Schiff's base in the presence of a condensing agent. Suitable condensing agents are dicycloalkyl-, dialkyl-, and diaryl-carbodiimides, alkoxyacetylenes and diphenylketone. The method is used to protect and activate α-amine acids for peptide synthesis and the protecting group can be removed after the synthesis by treating with an aqueous acid. In the examples, lactones are prepared by reacting( 1) L- leucine and 5-nitrosalicyl aldehyde, (2) L-alanine and 5-chlorosalicyl aldehyde, (3) L-phenylalanine and 3-formyl-N-hydroxyphthalimide, (4) L- serine and α-formyl-N-hydroxysuccinimide, (5) L-glutamine and 4-acetyl-N-hydroxypiperidine and (6) 2,4-pentanedione and methionine, the Schiff's bases being isolated in some instances. L-leucylglycine ethyl ester is prepared by reacting the lactone of Example 1 with glycine ethyl ester followed by treatment with HCl. |
| priorityDate | 1966-11-08-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| type | http://data.epo.org/linked-data/def/patent/Publication |
Incoming Links
Total number of triples: 51.