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1. (WO1997017342) A PROCESS OF MAKING 3-PHENYL-1-METHYLENEDIOXYPHENYL-INDANE-2-CARBOXYLIC ACID DERIVATIVES
Latest bibliographic data on file with the International Bureau

Pub. No.: WO/1997/017342 International Application No.: PCT/US1996/018846
Publication Date: 15.05.1997 International Filing Date: 08.11.1996
Chapter 2 Demand Filed: 06.06.1997
IPC:
C07C 45/46 (2006.01) ,C07C 45/71 (2006.01) ,C07C 65/03 (2006.01) ,C07C 65/21 (2006.01) ,C07C 65/24 (2006.01) ,C07C 305/26 (2006.01) ,C07C 309/65 (2006.01) ,C07D 233/38 (2006.01) ,C07D 317/60 (2006.01) ,C07D 405/08 (2006.01)
C CHEMISTRY; METALLURGY
07
ORGANIC CHEMISTRY
C
ACYCLIC OR CARBOCYCLIC COMPOUNDS
45
Preparation of compounds having CO groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
45
by condensation
46
Friedel-Crafts reactions
C CHEMISTRY; METALLURGY
07
ORGANIC CHEMISTRY
C
ACYCLIC OR CARBOCYCLIC COMPOUNDS
45
Preparation of compounds having CO groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
61
by reactions not involving the formation of CO groups
67
by isomerisation; by change of size of the carbon skeleton
68
by increase in the number of carbon atoms
70
by reaction with functional groups containing oxygen only in singly bound form
71
being hydroxy groups
C CHEMISTRY; METALLURGY
07
ORGANIC CHEMISTRY
C
ACYCLIC OR CARBOCYCLIC COMPOUNDS
65
Compounds having carboxyl groups bound to carbon atoms of six-membered aromatic rings and containing any of the groups OH, O-metal, -CHO, keto, ether, groups, groups, or groups
01
containing hydroxy or O-metal groups
03
monocyclic and having all hydroxy or O-metal groups bound to the ring
C CHEMISTRY; METALLURGY
07
ORGANIC CHEMISTRY
C
ACYCLIC OR CARBOCYCLIC COMPOUNDS
65
Compounds having carboxyl groups bound to carbon atoms of six-membered aromatic rings and containing any of the groups OH, O-metal, -CHO, keto, ether, groups, groups, or groups
21
containing ether groups, groups, groups, or groups
C CHEMISTRY; METALLURGY
07
ORGANIC CHEMISTRY
C
ACYCLIC OR CARBOCYCLIC COMPOUNDS
65
Compounds having carboxyl groups bound to carbon atoms of six-membered aromatic rings and containing any of the groups OH, O-metal, -CHO, keto, ether, groups, groups, or groups
21
containing ether groups, groups, groups, or groups
24
polycyclic
C CHEMISTRY; METALLURGY
07
ORGANIC CHEMISTRY
C
ACYCLIC OR CARBOCYCLIC COMPOUNDS
305
Esters of sulfuric acids
26
Halogenosulfates, i.e. monoesters of halogenosulfuric acids
C CHEMISTRY; METALLURGY
07
ORGANIC CHEMISTRY
C
ACYCLIC OR CARBOCYCLIC COMPOUNDS
309
Sulfonic acids; Halides, esters, or anhydrides thereof
63
Esters of sulfonic acids
64
having sulfur atoms of esterified sulfo groups bound to acyclic carbon atoms
65
of a saturated carbon skeleton
C CHEMISTRY; METALLURGY
07
ORGANIC CHEMISTRY
D
HETEROCYCLIC COMPOUNDS
233
Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
04
having one double bond between ring members or between a ring member and a non-ring member
28
with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
30
Oxygen or sulfur atoms
32
One oxygen atom
38
with acyl radicals or hetero atoms directly attached to ring nitrogen atoms
C CHEMISTRY; METALLURGY
07
ORGANIC CHEMISTRY
D
HETEROCYCLIC COMPOUNDS
317
Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
08
having the hetero atoms in positions 1 and 3
44
ortho- or peri-condensed with carbocyclic rings or ring systems
46
condensed with one six-membered ring
48
Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring
50
with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to atoms of the carbocyclic ring
60
Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
C CHEMISTRY; METALLURGY
07
ORGANIC CHEMISTRY
D
HETEROCYCLIC COMPOUNDS
405
Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
02
containing two hetero rings
08
linked by a carbon chain containing alicyclic rings
Applicants:
SMITHKLINE BEECHAM CORPORATION [US/US]; Corporate Intellectual Property, UW2220 709 Swedeland Road P.O. Box 1539 King of Prussia, PA 19406-0939, US (AllExceptUS)
ANDEMICHAEL, Yemane, Woldeselassie [ER/US]; US (UsOnly)
BAINE, Neil, Howard [US/US]; US (UsOnly)
CLARK, William, Morrow [US/US]; US (UsOnly)
KOWALSKI, Conrad, John [US/US]; US (UsOnly)
McGUIRE, Michael, Anthony [US/US]; US (UsOnly)
MILLS, Robert, John [GB/US]; US (UsOnly)
Inventors:
ANDEMICHAEL, Yemane, Woldeselassie; US
BAINE, Neil, Howard; US
CLARK, William, Morrow; US
KOWALSKI, Conrad, John; US
McGUIRE, Michael, Anthony; US
MILLS, Robert, John; US
Agent:
DUSTMAN, Wayne, J. ; SmithKline Beecham Corporation Corporate Intellectual Property, UW2220 709 Swedeland Road P.O. Box 1539 King of Prussia, PA 19406-0939, US
Priority Data:
60/006,34508.11.1995US
Title (EN) A PROCESS OF MAKING 3-PHENYL-1-METHYLENEDIOXYPHENYL-INDANE-2-CARBOXYLIC ACID DERIVATIVES
(FR) PROCEDE POUR LA PRODUCTION DE DERIVES D'ACIDE 3-PHENYL-1-METHYLENEDIOXYPHENYL-INDANE-2-CARBOXYLIQUE
Abstract:
(EN) Invented is an improved process for preparing aromatic ring-fused cyclopentane derivatives. Preferred compounds prepared by this invention are indane carboxylates and cyclopentano[b]pyridine derivatives. The most preferred compounds prepared by this invention are (+)(1S, 2R, 3S)-3-[2-(2-hydroxyeth-1-yloxy)-4-methoxyphenyl]-1-(3,4-methylenedioxyphenyl)-5-(prop-1-yloxy)indane-2-carboxylic acid and pharmaceutically acceptable salts thereof and (+)(1S, 2R, 3S)-3-(2-carboxymethoxy-4-methoxyphenyl)-1-(3,4-methylenedioxyphenyl)-5-(prop-1-yloxy)indane-2-carboxylic acid and pharmaceutically acceptable salts thereof. Also invented are novel intermediates useful in preparing these compounds.
(FR) L'invention concerne un procédé amélioré pour préparer des dérivés du type cyclopentane fusionné avec un noyau aromatique. Les composés préférés préparés selon cette invention sont des dérivés indane carboxylate et des dérivés cyclopentano[b]pyridine. Les composés particulièrement préférés de cette invention sont l'acide (+)(1S, 2R, 3S)-3-[2-(2-hydroxyéth-1-yloxy)-4-méthoxyphényl]-1-(3,4-méthylènedioxyphényl)-5-(prop-1-yloxy)indane-2-carboxylique et ses sels acceptables sur le plan pharmaceutique, ainsi que l'acide (+) (1S,2R,3S)-3-(2-carboxyméthoxy-4-méthoxyphényl)-1-(3,4-méthylènedioxyphényl)-5-(prop-1-yloxy)indane-2-carboxylique et ses sels acceptables sur le plan pharmaceutique. L'invention concerne aussi de nouveaux intermédiaires utiles pour préparer ces composés.
Designated States: AL, AM, AU, BB, BG, BR, CA, CN, CZ, EE, GE, HU, IL, IS, JP, KG, KP, KR, LK, LR, LT, LV, MD, MG, MK, MN, MX, NO, NZ, PL, RO, SG, SI, SK, TR, TT, UA, US, UZ, VN
African Regional Intellectual Property Organization (ARIPO) (KE, LS, MW, SD, SZ, UG)
Eurasian Patent Organization (AM, AZ, BY, KG, KZ, MD, RU, TJ, TM)
European Patent Office (AT, BE, CH, DE, DK, ES, FI, FR, GB, GR, IE, IT, LU, MC, NL, PT, SE)
African Intellectual Property Organization (BF, BJ, CF, CG, CI, CM, GA, GN, ML, MR, NE, SN, TD, TG)
Publication Language: English (EN)
Filing Language: English (EN)
Also published as:
CZPV1998-1415NO19982090TR1998/00839MXPA/a/1998/003646MXPA/a/2001/006359IL124312
EP0880518US6147232US6288247JP2000500444CN1206415CA2236937
KR1019990067376NZ323790AU1997010820