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US4935532A Expired / Lapsed US ⏱️ 0.0 years remaining

Hemiacetals

Assignee: Sanofi Aventis France
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Filing: 1988-05-25
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Granted: 1990-06-19
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Expires: 2008-05-25
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Abstract

Abstract All possible isomeric forms of a compound of the formula ##STR1## wherein A has a structure selected from the group consisting of ##STR2## wherein Y 1 and Y 2 are individually selected from the group consisting of hydrogen, fluorine, chlorine, bromine and alkyl of 1 to 6 carbon atoms, or Y 1 and Y 2 together with the carbon to which they are attached form a carbon homocycle of 3 to 7 carbon atoms and Z is selected from the group consisting of hydrogen, chlorine, bromine and iodine, Y is selected from the group consisting of hydrogen, alkyl of 1 to 18 carbon atoms unsubstituted or substituted with at least one halogen, the β, α bond together with Y can be part of A and and R is selected from the group consisting of non-heterocyclic primary, secondary or teritiary alcohol moiety having at least one asymetric carbon or the remainder of a substituted alcohol with a chirality due to the dissymetric spatial configuration of the entire molecule.

Inventors

  • 👤 Jean Tessler
  • 👤 Jean-Pierre Demoute

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-09 15:49
CPC Classifications
C; C07; C07D; C07D307/00; C07D307/77; C07C; C07C255/00; C07C45/00; C07C45/61; C07C45/67; C07C45/673; C07C62/00; C07C62/02; C07D213/00; C07D213/02; C07D213/04; C07D213/60; C07D213/62; C07D213/63; C07D213/64; C07D307/93

Claims Analysis

Total Claims: 8
Claim 1
Independent Claim 167 words
All possible isomeric forms of a compound of the formula ##STR21## wherein A has a structure selected from the group consisting of ##STR22## wherein Y 1 and Y 2 are individually selected from the group consisting of hydrogen, fluorine, chlorine, bromine and alkyl of 1 to 6 carbon atoms, or Y 1 and Y 2 together with the carbon to which they are attached form a carbon homocycle of 3 to 7 carbon atoms and Z is selected from the group consisting of hydrogen, chlorine, bromine and iodine, Y is selected from the group consisting of hydrogen, alkyl of 1 to 18 carbon atoms unsubstituted or substituted with at least one halogen and the β, α bond together with Y can be part of A and R is selected from the group consisting of non-heterocyclic primary, secondary or tertiary alcohol moiety having at least one asymetric carbon atom or the remainder of a substituted alcohol with a chirality due to the dissymetric configuration of the entire molecule.
Claim 2
Dependent Claim 167 words
All possible isomeric forms of a compound of the formula ##STR21## wherein A has a structure selected from the group consisting of ##STR22## wherein Y 1 and Y 2 are individually selected from the group consisting of hydrogen, fluorine, chlorine, bromine and alkyl of 1 to 6 carbon atoms, or Y 1 and Y 2 together with the carbon to which they are attached form a carbon homocycle of 3 to 7 carbon atoms and Z is selected from the group consisting of hydrogen, chlorine, bromine and iodine, Y is selected from the group consisting of hydrogen, alkyl of 1 to 18 carbon atoms unsubstituted or substituted with at least one halogen and the β, α bond together with Y can be part of A and R is selected from the group consisting of non-heterocyclic primary, secondary or tertiary alcohol moiety having at least one asymetric carbon atom or the remainder of a substituted alcohol with a chirality due to the dissymetric configuration of the entire molecule.
Claim 3
Dependent Claim 36 words
A compound of claim 1 wherein R is selected from the group consisting of ##STR23## wherein X' is selected from the group consisting of --CN and alkyl, alkenyl and alkynyl of up to 6 carbon atoms.
Claim 4
Dependent Claim 59 words
A compound of claim 1 wherein A has the structure ##STR24## wherein Y 1 and Y 2 are individually selected from the group consisting of hydrogen, fluorine, bromine, chlorine and alkyl of 1 to 6 carbon atoms or taken together with the carbon atom to which they are attached form a carbon homocycle of 3 to 7 carbon atoms.
Claim 5
Dependent Claim 11 words
A compound of claim 1, wherein A has the structure ##STR25##
Claim 6
Dependent Claim 17 words
A compound of claim 1 wherein A has the structure selected from the group consisting of ##STR26##
Claim 7
Dependent Claim 9 words
A compound of claim 1 wherein R is ##STR27##
Claim 8
Dependent Claim 73 words
A compound of claim 11 selected from the group consisting of (1R,2R,4R,5S) 6,6-dimethyl-3-oxa-2-[S-cyano-(3-phenoxy-phenyl)-methoxy]-4-(2-methyl-2-propyl)-bicyclo-[3.1.0] hexane, (1R,2R,4R,5S) 6,6-dimethyl-3-oxa-2-[R-cyano-(3-phenoxy-phenyl) methoxy]-4-(2-methyl-2-propyl)-bicyclo-[3.1.0] hexane, (1R,2R,4R,5S) 6,6-dimethyl-4-trichloromethyl-2-[(R)2-methyl-4-oxo-3-(2-propen-1-yl)-cyclopent-2-enyloxy]-3-oxa-bicyclo-[3.1.0] hexane, (1R,2R,4R,5S) 6,6-dimethyl-4-trichloromethyl-2-(1S) 2-methyl-[3.1.0] hexane, (1R,2R,4R,5S) 6,6-dimethyl-3-oxa-2-[S-cyano-(3-phenoxy-phenyl)-methoxy]-bicyclo-[3.1.0] hexane, (1R,2R,5S) 6,6-dimethyl-3-oxa-2-[R-cyano (3-phenoxy-phenyl)-methoxy]-bicyclo-[3.1.0] hexane, (1R,2S,4R,5S) 6,6-dimethyl-4-trichloromethyl-2-[(S)-cyano-(3-phenoxyphenyl)-methoxy]-3-oxa-bicyclo-[3.1.0] hexane, (1R,2R,4R,5S) 6,6-dimethyl-4-trichloromethyl-2-[(R)-cyano-(3-phenoxyphenyl)-methoxy]-3-oxa-bicyclo-[3.1.0] hexane, (1R,2R,4R,5S) 6,6-dimethyl-4-tribromomethyl-2-[(R) 2-methyl-4-oxo-3]-2-propen-1-yl)-cyclopent-2-enyloxy]-3-oxa-bicyclo-[3.1.0] hexane, (1R,2R,4R,5S) 6,6-dimethyl-4-tribromomethyl-2-[1(S) 2-methyl-4-oxo-3-(2-propen-1-yl)-cyclopent-2-enyloxy]-3-oxa-bicyclo-[3.1.0] hexane, (3aR,4R,7S,7aS,1R) 1-[R-(cyano-3-phenoxyphenyl)-methoxy]-tetrahydro-4,7-methano-isobenzofurane, (3aR,4R,7S,7aS,1R)-1-[S-(cyano-3-phenoxyphenyl)-methoxy]-tetrahydro-4,7-methano-isobenzofurane, (11S,12R,15R) 12-[S-(cyano-3-phenoxyphenyl)-methoxy]-9,10,11,12,14,15-hexahydro-9,10-(3',4')-furanoanthracene, (11R,12S,15S)-12-[S-(cyano-3-phenoxyphenyl)-methoxy]-9,10,11,12,14,15-hexahydro-9,10-(3',4')-furanoanthracene, (11R,12S,15S) 12-[1S-2-methyl-4-oxo-3-(2-propen-1-yl)cyclopent-2-enyloxy-9,10,11,12,14,15-hexahydro-9,10-[3',4']-furanoanthracene, (11R,12S,15S)-12-[1R-2-methyl-4-oxo-3-(2-propen-1-yl)-cyclopent-2-enyloxy] -9,10,11,12,14,15-hexahydro-9,10-[3',4']-furanoanthracene, (11S,12R,15S) 12-[(1R,2S,5R) 2-prop-2-yl-5-methyl-cyclohexyloxy]-9,10,11,12,14,15-hexahydro-9,10-[3',4']-furanoanthracene, (11R,12S,15S)12-[(1R,2S,5R)-2-prop-2-yl-5-methyl cyclohexyloxy]-9,10,11,12,14,15-hexahydro-9,10-[3',4']-furanoanthracene, (1R,2R,5S) 6,6-dimethyl-3-oxa-2-[(R)cyano-(3-phenoxy-4-fluoro-phenyl)-methoxy]-bicyclo [3.1.0] hexane, (1R,2R,5S) 6,6-dimethyl-3-oxa-2-[(S)cyano-(3-phenoxy-4-fluoro-phenyl)-methoxy]-bicyclo[3.1.0] hexane, 2R-(6-bromohexahydro-3,5-methano-2H-cyclopenta[b]furan-2-yl)-oxy (S)α-cyano-3-phenoxy-benzyl and 2S-(6-bromohexahydro-3,5-methano-2H-cyclopenta[b]furan-2-yl)-oxy (S)α-cyano-3-phenoxy-benzyl.

References Cited (Backward Citations)

US4701542A Cited

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