http://rdf.ncbi.nlm.nih.gov/pubchem/patent/PL-215131-B1
Outgoing Links
| Predicate | Object |
|---|---|
| assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_6572ff5df928fd17340eb2a8cb6d8502 |
| classificationCPCAdditional | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/Y02P20-55 |
| classificationCPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07K5-06139 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/A61P9-12 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/A61P9-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/A61P9-04 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D209-42 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07K5-0222 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07K5-06026 |
| classificationIPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07K5-06 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07K5-02 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07K5-078 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D209-42 |
| filingDate | 2004-02-27-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| inventor | http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_5a0c70dd32466b232c55b736c15671c3 http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_ee05a0a67b678fe97313f18171e8555d |
| publicationDate | 2013-10-31-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationNumber | PL-215131-B1 |
| titleOfInvention | A method for producing perindopril and its pharmaceutically acceptable salts |
| abstract | Preparation of perindopril (I) involves reacting 1-(1-cyclohexen-1-yl)-pyrrolidine (II) with a serine derivative (III); deprotecting the obtained cyclohexyl-serine derivative (IV), cyclizing and dehydrating; reacting the obtained hexahydroindole derivative (V) with N-((S)-1-ethoxycarbonyl-butyl)-(S)-alanine (VI); and hydrogenating and deprotecting the obtained hexahydroindole derivative (VII). Industrial production of (2S,3aS,7aS)-1-((2S)-2-((1S)-1-(ethoxycarbonyl)-butylamino)-propionyl)-octahydro-1H-indole-2-carboxylic acid of formula (I) or its salt (specifically the tert. butylamine salt) involves: (1) reacting 1-(1-cyclohexen-1-yl)-pyrrolidine (II) with an iodo-serine derivative of formula (III); (2) deprotecting the obtained cyclohexyl-serine derivative of formula (IV) then cyclizing and dehydrating; (3) reacting the obtained hexahydroindole derivative of formula (V) (optionally in mineral or organic acid addition salt form) with N-((S)-1-ethoxycarbonyl-butyl)-(S)-alanine (VI) in ethyl acetate at 20-77degreesC in presence of 0.4-0.6 moles 1-hydroxy-benzotriazole, 1-1.2 moles dicyclohexyl carbodiimide and 0.25-1.2 moles triethylamine (all based on (V)); and (4) subjecting the obtained 1-(N-substituted alanyl)-hexahydroindole derivative of formula (VII) (after isolation) to hydrogenation under a pressure of 1-30 (preferably 1-10) bars in presence of a catalyst (e.g. palladium, platinum, rhodium or nickel), followed by deprotection, to give (I). R1 = acid-protecting group; R2 = amino-protecting group. |
| priorityDate | 2003-02-28-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| type | http://data.epo.org/linked-data/def/patent/Publication |
Incoming Links
Total number of triples: 85.