| Predicate |
Object |
| assignee |
http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_918f4149e3c401e1633c5edbb800a25e
http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_11110b4f6ee18476bbe7cbc8259fdd38
http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_f2abe7761ddc6c0a7148cf2da7c0c6b6
http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_b6656ff46abe2681b8301b139c0faf99
http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_1a65d8c81c7ee040bef536afe7163ba9
http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_fc68007f422119cc28607898b9a2a5a6 |
| classificationCPCInventive |
http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07K5-0222 |
| classificationIPCInventive |
http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07K5-02 |
| filingDate |
2002-06-19-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| inventor |
http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_a058435a12a5b03f8377ed8f1856a0b0
http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_5248516a18b8793b4bafefe20b6fa491
http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_84f6b107de1642a3f1c4e93821f8d770
http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_79e56813f02a70c815893810815c4a25
http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_1f30c4b0ae1df85e4148207c7ff646b8 |
| publicationDate |
2003-12-31-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationNumber |
WO-2004000874-A1 |
| titleOfInvention |
Process for the production of lisinopril |
| abstract |
The present invention provides a process for preparing N2-[1(S)-ethoxycarbonyl-3-phenylpropyl]-N6-trifluoroacetyl-L-lysine and lisinopril thereof. Lisinopril shows excellent angiotensin converting enzyme inhibitor activity. Friedel-Crafts acylation of benzene with maleic anhydride in the presence of AlCl¿3? affords trans-β-benzoylacrylic acid. Treatment of benzoylacrylic acid with HCl gas in ethanol gives ethyl 2-chloro-4-oxo-4-phenylbutyrate in high yield. The coupling reaction between ethyl 2-chloro-4-oxo-4-phenylbutyrate and trifluoroacetyl-L-lysine benzyl ester in the presence of a base pair and sodium iodide produces alkyl lydine derivative with a good diastereoselectivity. Catalytic hydrogenation of lysine derivative with palladium gives N?2¿-[1(S)-ethoxycarbonyl-3-phenylpropyl]-N6-trifluoroacetyl-L-lysine. This intermediate is activated to form cyclic N-anhydride by using N,N-carbonyldiimidazole and coupled with L-proline methyl ester hydrochloride to give fully protected lisinopril derivative, which is converted into crude lisinopril by hydrolysis. |
| isCitedBy |
http://rdf.ncbi.nlm.nih.gov/pubchem/patent/WO-2008132759-A2
http://rdf.ncbi.nlm.nih.gov/pubchem/patent/WO-2008132759-A3
http://rdf.ncbi.nlm.nih.gov/pubchem/patent/CN-106699592-B
http://rdf.ncbi.nlm.nih.gov/pubchem/patent/CN-106699592-A |
| priorityDate |
2002-06-19-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| type |
http://data.epo.org/linked-data/def/patent/Publication |