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US4374257A Expired / Lapsed US ⏱️ 0.0 years remaining

Novel ethers containing a lactone group and a chiral atom

Assignee: Hoechst Schering Agrevo SA
•
Filing: 1981-02-06
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Granted: 1983-02-15
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Expires: 2001-02-06
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Abstract

Abstract Novel ethers of organic compounds containing chiral atoms of the formula ##STR1## wherein A is a hydrocarbonated chain of 1 to 10 groups, the said chain containing one or more heteroatoms, one or more unsaturations, the assembly of the groups constituting the chain may represent a mono- or polycyclic system, including a system of the spiro or endo type, the chain A can contain one or more chiral atoms or the lactone moiety can present a chirality due to the dissymetric spatial configuration of the whole of the molecule and Z is selected from the group consisting of primary, secondary or tertiary alcohol moiety containing at least an asymetric carbon atom, a phenol moiety substituted comprising at least one asymetric carbon atom and an substituted alcohol or phenol moiety with a chirality due to the dissymetric spatial configuration of the whole of the molecule, with the proviso Z is not (R) or (S) α-cyano-3-phenoxy-benzyl when A is ##STR2## which are useful for the resolution of compounds of the formulae ##STR3## wherein A and Z have the above definitions and X is selected from the group consisting of hydrogen and alkyl of 1 to 4 carbon atoms.

Inventors

  • 👤 Jacques Martel
  • 👤 Jean Tessier
  • 👤 Andre Teche

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-07 21:08
CPC Classifications
C; C07; C07D; C07D307/00; C07D307/02; C07D307/26; C07D307/30; C07D307/32; C07D307/33; C07C; C07C29/00; C07C29/09; C07C29/10; C07C41/00; C07C41/01; C07C41/18; C07C41/26; C07C43/00; C07C43/02; C07C43/257; C07C43/295; C07C45/00; C07C45/56; C07C45/57; C07D307/77; C07D307/93; C07D315/00; C07B; C07B2200/00; C07B2200/07; C07C2601/00; C07C2601/12; C07C2601/14

Claims Analysis

Total Claims: 7
Claim 1
Independent Claim 82 words
An ether containing chiral atoms having a formula selected from the group consisting of ##STR18## wherein Y and Y' are individually selected from the group consisting of hydrogen, fluorine, bromine, chlorine and alkyl of 1 to 6 carbon atoms, Z is selected from the group consisting of a α-cyano-3-phenoxy-benzyl and α-ethynyl-3-phenoxy-benzyl and Z' is selected from the group consisting of 2-methyl-3-(2-propen-1-yl)-4-oxo-cyclopent-2-enyl, α-methyl-3-phenoxy-benzyl and 2-isopropyl-5-methyl-cyclohexyl with the proviso that Z is not (R) or (S) α-cyano-3-phenoxy-benzyl when Y and Y' are both methyl.
Claim 2
Dependent Claim 82 words
An ether containing chiral atoms having a formula selected from the group consisting of ##STR18## wherein Y and Y' are individually selected from the group consisting of hydrogen, fluorine, bromine, chlorine and alkyl of 1 to 6 carbon atoms, Z is selected from the group consisting of a α-cyano-3-phenoxy-benzyl and α-ethynyl-3-phenoxy-benzyl and Z' is selected from the group consisting of 2-methyl-3-(2-propen-1-yl)-4-oxo-cyclopent-2-enyl, α-methyl-3-phenoxy-benzyl and 2-isopropyl-5-methyl-cyclohexyl with the proviso that Z is not (R) or (S) α-cyano-3-phenoxy-benzyl when Y and Y' are both methyl.
Claim 3
Dependent Claim 9 words
A compound of claim 1 wherein Z is α-cyano-3-phenoxy-benzyl.
Claim 4
Dependent Claim 9 words
A compound of claim 1 wherein Z is α-ethynyl-3-phenoxy-benzyl.
Claim 5
Dependent Claim 9 words
A compound of claim 1 wherein Z' is 2-methyl-3-(2-propen-1-yl)-4-oxo-cyclopent-2-enyl.
Claim 6
Dependent Claim 9 words
A compound of claim 1 wherein Z' is α-methyl-3-phenoxy-benzyl.
Claim 7
Dependent Claim 9 words
A compound of claim 1 wherein Z' is 2-isopropyl-5-methyl-cyclohexyl.

References Cited (Backward Citations)

US3723469A Cited
US4014918A Cited
US3992416A Cited
DE2510714A1 Cited
US4273727A Cited
DE2910417A1 Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1986-02-14 1986-08-16 1987-02-15 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1990-02-14 1990-08-16 1991-02-15 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1994-02-14 1994-08-16 1995-02-15 $7700.00 Window Closed / Lapsed

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