http://rdf.ncbi.nlm.nih.gov/pubchem/patent/IE-36914-B1

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http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C405-0016
http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C405-00
http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07F9-4059
classificationIPCInventive http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D309-12
http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D307-935
http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D333-24
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filingDate 1972-06-22-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationDate 1977-03-30-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber IE-36914-B1
titleOfInvention Cyclopentane derivatives
abstract 1372541 Prostaglandins IMPERIAL CHEMICAL INDUSTRIES Ltd 19 June 1972 [14 July 1971 16 Dec 1971] 33049/71 and 58399/71 Headings C2C and C2P [Also in Divisions C3 and A5] The invention comprises prostaglandins of the formula wherein R<SP>1</SP> is -CH 2 OH, -COOH or alkoxycarbonyl of up to 12 carbon atoms; either R<SP>2</SP> is OH or C 1-4 alkenoyloxy and R<SP>3</SP> is H, or R<SP>2</SP> and R<SP>3</SP> together form = O ; Y is ethylene or vinylene; A is ethylene or trans-vinylene; and R<SP>4</SP> is an aryl radical optionally substituted by halogen atoms, nitro, C 1-3 alkyl, C 1-3 haloalkyl, C 1-3 alkoxy or di(C 1-3 alkyl)amino radicals, and pharmaceutically acceptable salts of those compounds in which R<SP>1</SP> is COOH, and their preparation. They are prepared by hydrolysing compounds of the formula or mixed anhydrates thereof, wherein R<SP>5</SP> and R<SP>6</SP> each or betrahydropyran-2-yloxy or carboxylic acyloxy, followed by, if desired, esterification and reduction of the resulting esters. 16 - Methyl - 9 - oxo - 11α,15 - bis - (tetrahydro pyran - 2 - yloxy) - 17 - (4 - trifluoromethylphenyl) - 18,19,20 - trinor - 5 - cis,13 - transprostadienoic acid is prepared by oxidizing the corresponding 9α-hydroxy compound. Ethyl 2 - methyl - 3 - (3,4 - dichlorophenyl)- propionate is obtained by hydrogenating ethyl 3 - (3,4 - dichlorophenyl) - 2 - methylacrylate resulting from the reaction between ethyl 2-(diethylphosphono)propionate with 3,4-dichlorobenzaldehyde in the presence of butyllithium. Cyclopenta[b]furans of the Formula VI wherein Ac is p-phenylbenzoyl are prepared by reacting 5α - (4 - phenylbenzoylozy) - 4#- formyl - 3,3aα,4,5,6,6aα - hexahydro - 2H- cyclopenta[b]furan-2-one with phosphonates of the formula (MeO) 2 P(O) CH 2 -CO-CH(CH 3 )- OH 2 R<SP>4</SP> in the presence of butyllithium. 9α - Hydroxy - 16 - methyl - 17 - phenyl - 11α, 15 - bis - (tetrahydropyran - 2 - yloxy) - 18,19,20- trinor - 5 - cis, 13 - trans - prostadienoic acid is prepared by reacting (4-carboxybutyl)triphenyl phosphonium bromide with 2-hydroxy-3,3aα,- 4,5,6,6aα - hexahydro - 4# - (4 - methyl - 5 - phenyl- 3 - (tetrahydropyran - 2 - yloxy) - 1 - transpentenyl] - 5α - (tetrahydropyran - 2 - yloxy) - 2H- cyclopenta[b]furan, obtained by reducing the corresponding hexahydro - 2H - cyclopenta[b]- furan-2-one, resulting from the reaction hydropyran on the corresponding diol, which is prepared by hydrolyzing 3,3aα,4,5,5,6aα-hexahydro - 4# - (3 - hydroxy - 4 - methyl - 5 - phenyl- 1 - trans - pentenyl) - 5α - (4 - phenylbenzoyloxy) - 2H - cyclopenta[b]furen - 2 - one, resulting from the reduction of the corresponding cyclopenta- [b]furan of Formula VI above. Phosphonates of the formula are prepared by reacting dimethyl methylphonphosate with esters of the formula R<SP>4</SP>CH 2 CH(CH 3 )COO-alkyl.n[GB1372541A]
priorityDate 1971-07-14-04:00^^<http://www.w3.org/2001/XMLSchema#date>
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