JP2005529961A - 二環式および三環式化合物のアルコール類およびケトン類ならびに臭気組成物 - Google Patents
二環式および三環式化合物のアルコール類およびケトン類ならびに臭気組成物 Download PDFInfo
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- JP2005529961A JP2005529961A JP2004514504A JP2004514504A JP2005529961A JP 2005529961 A JP2005529961 A JP 2005529961A JP 2004514504 A JP2004514504 A JP 2004514504A JP 2004514504 A JP2004514504 A JP 2004514504A JP 2005529961 A JP2005529961 A JP 2005529961A
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- 239000000203 mixture Substances 0.000 title claims abstract description 47
- 150000001298 alcohols Chemical class 0.000 title description 2
- 150000002576 ketones Chemical class 0.000 title description 2
- 125000002619 bicyclic group Chemical group 0.000 title 1
- 239000003205 fragrance Substances 0.000 claims abstract description 35
- 239000000796 flavoring agent Substances 0.000 claims abstract description 17
- 235000019634 flavors Nutrition 0.000 claims abstract description 17
- 150000001875 compounds Chemical class 0.000 claims description 75
- 239000001257 hydrogen Substances 0.000 claims description 50
- 229910052739 hydrogen Inorganic materials 0.000 claims description 50
- 125000000217 alkyl group Chemical group 0.000 claims description 36
- 150000002431 hydrogen Chemical class 0.000 claims description 30
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 27
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 25
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 20
- 229910052799 carbon Inorganic materials 0.000 claims description 18
- 238000000034 method Methods 0.000 claims description 15
- 125000004432 carbon atom Chemical group C* 0.000 claims description 13
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 11
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 10
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 9
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- HHQMLEQVKWQNAL-UHFFFAOYSA-N 1,5,7,8,8-pentamethyltricyclo[3.3.1.02,7]nonan-6-one Chemical compound C1CC2C3(C)C(C)(C)C2(C)C(=O)C1(C)C3 HHQMLEQVKWQNAL-UHFFFAOYSA-N 0.000 claims description 6
- DLMOCLNSSYFXAF-UHFFFAOYSA-N 5-tert-butyl-1,3-dimethylbicyclo[3.2.1]oct-3-en-2-one Chemical compound O=C1C(C)=CC2(C(C)(C)C)CCC1(C)C2 DLMOCLNSSYFXAF-UHFFFAOYSA-N 0.000 claims description 5
- TYBCSQFBSWACAA-UHFFFAOYSA-N Nonan-4-one Chemical compound CCCCCC(=O)CCC TYBCSQFBSWACAA-UHFFFAOYSA-N 0.000 claims description 4
- 230000006698 induction Effects 0.000 claims description 4
- NIVKHOSOCAMBND-UHFFFAOYSA-N 1,3,3,5,7,8,8-heptamethyltricyclo[3.3.1.02,7]nonan-6-one Chemical compound C1C(C)(C)C2C3(C)C(C)(C)C2(C)C(=O)C1(C)C3 NIVKHOSOCAMBND-UHFFFAOYSA-N 0.000 claims description 3
- JZCFBLXJYIBMPQ-UHFFFAOYSA-N 1,3-dimethyl-5-propan-2-ylbicyclo[3.2.1]octan-2-one Chemical compound C1C2(C)CCC1(C(C)C)CC(C)C2=O JZCFBLXJYIBMPQ-UHFFFAOYSA-N 0.000 claims description 3
- IZEQHCDKTWURGG-UHFFFAOYSA-N 3,3,5-trimethyl-1-propan-2-yltricyclo[3.2.1.02,7]octan-6-one Chemical compound C1C(C)(C)C2C3(C(C)C)C2C(=O)C1(C)C3 IZEQHCDKTWURGG-UHFFFAOYSA-N 0.000 claims description 3
- GEFVOCKUJOIGLW-UHFFFAOYSA-N 3,7,7-trimethyl-5-propan-2-ylbicyclo[3.2.1]oct-3-en-2-one Chemical compound C1C2C(=O)C(C)=CC1(C(C)C)CC2(C)C GEFVOCKUJOIGLW-UHFFFAOYSA-N 0.000 claims description 3
- WWRVNVDNYMCAIC-UHFFFAOYSA-N 3-methyl-5-propan-2-ylbicyclo[3.2.1]oct-3-en-2-one Chemical compound C1C2CCC1(C(C)C)C=C(C)C2=O WWRVNVDNYMCAIC-UHFFFAOYSA-N 0.000 claims description 3
- MJKCHFCQEWZMHD-UHFFFAOYSA-N 5-butan-2-yl-1,3-dimethylbicyclo[3.2.1]oct-3-en-2-one Chemical compound C1C2(C)CCC1(C(C)CC)C=C(C)C2=O MJKCHFCQEWZMHD-UHFFFAOYSA-N 0.000 claims description 3
- 230000029936 alkylation Effects 0.000 claims description 3
- 238000005804 alkylation reaction Methods 0.000 claims description 3
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- 238000005984 hydrogenation reaction Methods 0.000 claims description 3
- DCTPZCNXWQSVRY-UHFFFAOYSA-N 3-methyl-5,7-di(propan-2-yl)bicyclo[3.2.1]oct-3-en-2-one Chemical compound C1C2C(C(C)C)CC1(C(C)C)C=C(C)C2=O DCTPZCNXWQSVRY-UHFFFAOYSA-N 0.000 claims description 2
- FGGWYEXWVNUGNA-UHFFFAOYSA-N 5,6,7,8,8-pentamethyl-tricyclo[3.3.1.02,7]nonan-6-ol Chemical compound C1CC2C3C(C)(C)C2(C)C(O)(C)C1(C)C3 FGGWYEXWVNUGNA-UHFFFAOYSA-N 0.000 claims description 2
- UAIZDWNSWGTKFZ-UHFFFAOYSA-L ethylaluminum(2+);dichloride Chemical compound CC[Al](Cl)Cl UAIZDWNSWGTKFZ-UHFFFAOYSA-L 0.000 claims description 2
- YSTQWZZQKCCBAY-UHFFFAOYSA-L methylaluminum(2+);dichloride Chemical compound C[Al](Cl)Cl YSTQWZZQKCCBAY-UHFFFAOYSA-L 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 claims description 2
- 239000000758 substrate Substances 0.000 claims description 2
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 claims description 2
- 125000004356 hydroxy functional group Chemical group O* 0.000 claims 4
- ZCFOBLITZWHNNC-UHFFFAOYSA-N oct-3-en-2-one Chemical compound CCCCC=CC(C)=O ZCFOBLITZWHNNC-UHFFFAOYSA-N 0.000 claims 2
- 239000001764 (E)-oct-3-en-2-one Substances 0.000 claims 1
- DYNLSYCMIBMKOP-UHFFFAOYSA-N 5,7,8,8-tetramethyl-tricyclo[3.3.1.02,7]nonan-6-one Chemical compound C1CC2C3C(C)(C)C2(C)C(=O)C1(C)C3 DYNLSYCMIBMKOP-UHFFFAOYSA-N 0.000 claims 1
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- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 6
- -1 methyl ethyl Chemical group 0.000 description 6
- 150000001721 carbon Chemical group 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 5
- 238000004587 chromatography analysis Methods 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
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- DSSYKIVIOFKYAU-XCBNKYQSSA-N (R)-camphor Chemical compound C1C[C@@]2(C)C(=O)C[C@@H]1C2(C)C DSSYKIVIOFKYAU-XCBNKYQSSA-N 0.000 description 3
- AQJNSFKACAYKKA-UHFFFAOYSA-N 3,3,5,8,8-pentamethyltricyclo[3.3.1.02,7]nonan-6-one Chemical compound C1C(C)(C)C2C3C(C)(C)C2C(=O)C1(C)C3 AQJNSFKACAYKKA-UHFFFAOYSA-N 0.000 description 3
- 241000218645 Cedrus Species 0.000 description 3
- 241000723346 Cinnamomum camphora Species 0.000 description 3
- 241000196324 Embryophyta Species 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 239000012267 brine Substances 0.000 description 3
- 229960000846 camphor Drugs 0.000 description 3
- 229930008380 camphor Natural products 0.000 description 3
- 239000012230 colorless oil Substances 0.000 description 3
- FWFSEYBSWVRWGL-UHFFFAOYSA-N cyclohex-2-enone Chemical class O=C1CCCC=C1 FWFSEYBSWVRWGL-UHFFFAOYSA-N 0.000 description 3
- UAOMVDZJSHZZME-UHFFFAOYSA-N diisopropylamine Chemical compound CC(C)NC(C)C UAOMVDZJSHZZME-UHFFFAOYSA-N 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
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- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- NXXYKOUNUYWIHA-UHFFFAOYSA-N 2,6-Dimethylphenol Chemical compound CC1=CC=CC(C)=C1O NXXYKOUNUYWIHA-UHFFFAOYSA-N 0.000 description 2
- ZIISQFCRCGXXMR-UHFFFAOYSA-N 3,3,5,7,8,8-hexamethyltricyclo[3.3.1.02,7]nonan-6-one Chemical compound C1C(C)(C)C2C3C(C)(C)C2(C)C(=O)C1(C)C3 ZIISQFCRCGXXMR-UHFFFAOYSA-N 0.000 description 2
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- 240000009088 Fragaria x ananassa Species 0.000 description 2
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- 239000002841 Lewis acid Substances 0.000 description 2
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 2
- BZLVMXJERCGZMT-UHFFFAOYSA-N Methyl tert-butyl ether Chemical compound COC(C)(C)C BZLVMXJERCGZMT-UHFFFAOYSA-N 0.000 description 2
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 2
- 235000011034 Rubus glaucus Nutrition 0.000 description 2
- 244000235659 Rubus idaeus Species 0.000 description 2
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- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 2
- 150000007517 lewis acids Chemical class 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 2
- 229910052753 mercury Inorganic materials 0.000 description 2
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- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 2
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- 239000007858 starting material Substances 0.000 description 2
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- GATPISAXWKJNLE-UHFFFAOYSA-N 1,3-dimethyl-5-propan-2-ylbicyclo[3.2.1]oct-3-en-2-one Chemical compound C1C2(C)CCC1(C(C)C)C=C(C)C2=O GATPISAXWKJNLE-UHFFFAOYSA-N 0.000 description 1
- IHOKDVTUUUYPRJ-UHFFFAOYSA-N 2,7,9-trimethyltricyclo[5.3.2.01,6]dodec-9-en-8-one Chemical compound O=C1C(C)=CC23CCC1(C)C3CCCC2C IHOKDVTUUUYPRJ-UHFFFAOYSA-N 0.000 description 1
- 125000004974 2-butenyl group Chemical group C(C=CC)* 0.000 description 1
- GFJDDDAKMNFCAA-UHFFFAOYSA-N 2-methyl-6-(3-methylbut-2-enyl)cyclohex-2-en-1-one Chemical compound CC(C)=CCC1CCC=C(C)C1=O GFJDDDAKMNFCAA-UHFFFAOYSA-N 0.000 description 1
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- 229910021536 Zeolite Inorganic materials 0.000 description 1
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- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 1
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- 150000002596 lactones Chemical class 0.000 description 1
- 239000002502 liposome Substances 0.000 description 1
- 150000002678 macrocyclic compounds Chemical class 0.000 description 1
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 1
- 235000019341 magnesium sulphate Nutrition 0.000 description 1
- 229910000000 metal hydroxide Inorganic materials 0.000 description 1
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- 229920001542 oligosaccharide Polymers 0.000 description 1
- 239000012044 organic layer Substances 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- 229910052763 palladium Inorganic materials 0.000 description 1
- GGHMUJBZYLPWFD-CUZKYEQNSA-N patchouli alcohol Chemical compound C1C[C@]2(C)[C@@]3(O)CC[C@H](C)[C@@H]2C[C@@H]1C3(C)C GGHMUJBZYLPWFD-CUZKYEQNSA-N 0.000 description 1
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- GGHMUJBZYLPWFD-UHFFFAOYSA-N rac-patchouli alcohol Natural products C1CC2(C)C3(O)CCC(C)C2CC1C3(C)C GGHMUJBZYLPWFD-UHFFFAOYSA-N 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
- C11B9/00—Essential oils; Perfumes
- C11B9/0042—Essential oils; Perfumes compounds containing condensed hydrocarbon rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C35/00—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a ring other than a six-membered aromatic ring
- C07C35/22—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a ring other than a six-membered aromatic ring polycyclic, at least one hydroxy group bound to a condensed ring system
- C07C35/37—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a ring other than a six-membered aromatic ring polycyclic, at least one hydroxy group bound to a condensed ring system with a hydroxy group on a condensed system having three rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C403/00—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone
- C07C403/02—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone having side-chains containing only carbon and hydrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/385—Saturated compounds containing a keto group being part of a ring
- C07C49/417—Saturated compounds containing a keto group being part of a ring polycyclic
- C07C49/423—Saturated compounds containing a keto group being part of a ring polycyclic a keto group being part of a condensed ring system
- C07C49/427—Saturated compounds containing a keto group being part of a ring polycyclic a keto group being part of a condensed ring system having two rings
- C07C49/443—Saturated compounds containing a keto group being part of a ring polycyclic a keto group being part of a condensed ring system having two rings the condensed ring system containing eight or nine carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/385—Saturated compounds containing a keto group being part of a ring
- C07C49/417—Saturated compounds containing a keto group being part of a ring polycyclic
- C07C49/423—Saturated compounds containing a keto group being part of a ring polycyclic a keto group being part of a condensed ring system
- C07C49/453—Saturated compounds containing a keto group being part of a ring polycyclic a keto group being part of a condensed ring system having three rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/587—Unsaturated compounds containing a keto groups being part of a ring
- C07C49/613—Unsaturated compounds containing a keto groups being part of a ring polycyclic
- C07C49/617—Unsaturated compounds containing a keto groups being part of a ring polycyclic a keto group being part of a condensed ring system
- C07C49/623—Unsaturated compounds containing a keto groups being part of a ring polycyclic a keto group being part of a condensed ring system having two rings
- C07C49/633—Unsaturated compounds containing a keto groups being part of a ring polycyclic a keto group being part of a condensed ring system having two rings the condensed ring system containing eight or nine carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/587—Unsaturated compounds containing a keto groups being part of a ring
- C07C49/613—Unsaturated compounds containing a keto groups being part of a ring polycyclic
- C07C49/617—Unsaturated compounds containing a keto groups being part of a ring polycyclic a keto group being part of a condensed ring system
- C07C49/643—Unsaturated compounds containing a keto groups being part of a ring polycyclic a keto group being part of a condensed ring system having three rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
- C07C2601/16—Systems containing only non-condensed rings with a six-membered ring the ring being unsaturated
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2602/00—Systems containing two condensed rings
- C07C2602/36—Systems containing two condensed rings the rings having more than two atoms in common
- C07C2602/44—Systems containing two condensed rings the rings having more than two atoms in common the bicyclo ring system containing eight carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2603/00—Systems containing at least three condensed rings
- C07C2603/56—Ring systems containing bridged rings
- C07C2603/58—Ring systems containing bridged rings containing three rings
- C07C2603/60—Ring systems containing bridged rings containing three rings containing at least one ring with less than six members
- C07C2603/62—Ring systems containing bridged rings containing three rings containing at least one ring with less than six members containing three- or four-membered rings
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Fats And Perfumes (AREA)
- Cosmetics (AREA)
- Detergent Compositions (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GBGB0214344.4A GB0214344D0 (en) | 2002-06-21 | 2002-06-21 | New odorant Compounds |
| PCT/CH2003/000401 WO2004000776A1 (en) | 2002-06-21 | 2003-06-20 | Alcohols and ketones of bi- and tricyclic compounds and odorant compositions |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2005529961A true JP2005529961A (ja) | 2005-10-06 |
| JP2005529961A5 JP2005529961A5 (https=) | 2006-08-03 |
Family
ID=9939037
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2004514504A Pending JP2005529961A (ja) | 2002-06-21 | 2003-06-20 | 二環式および三環式化合物のアルコール類およびケトン類ならびに臭気組成物 |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US7691802B2 (https=) |
| EP (1) | EP1515938A1 (https=) |
| JP (1) | JP2005529961A (https=) |
| CN (1) | CN1301953C (https=) |
| AU (1) | AU2003240348A1 (https=) |
| GB (1) | GB0214344D0 (https=) |
| MX (1) | MXPA04012277A (https=) |
| WO (1) | WO2004000776A1 (https=) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| PL1712547T3 (pl) | 2004-02-05 | 2012-04-30 | Kyorin Seiyaku Kk | Pochodna bicykloestrowa |
| GB0424643D0 (en) * | 2004-11-09 | 2004-12-08 | Givaudan Sa | Organic compounds |
| GB0916363D0 (en) * | 2009-09-18 | 2009-10-28 | Givaudan Sa | Organic compounds |
| EP2580309B1 (en) * | 2010-06-08 | 2014-07-16 | Firmenich SA | Bicyclo-ketones as perfuming ingredients |
| EP2687586B1 (de) | 2012-07-17 | 2016-11-23 | Symrise AG | Verwendung definierter Cyclohexenone als Mittel zum überadditiven Verstärken eines Geruchseindrucks sowie Riech- und/oder Geschmacksstoffkomposition |
| AU2024281198A1 (en) | 2023-05-31 | 2025-11-27 | Chemosensoryx Biosciences S.A. | Lightening compositions and use of compounds as depigmenting agents |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3679750A (en) * | 1968-06-10 | 1972-07-25 | Int Flavors & Fragrances Inc | Hexahydro-1,4,9,9-tetramethyl-4,7-methano-azulenones |
| CH589577A5 (https=) | 1974-08-23 | 1977-07-15 | Firmenich & Cie | |
| US4947002A (en) * | 1987-11-12 | 1990-08-07 | Givaudan Corporation | Novel tricyclic ketones and fragrance compositions containing same |
| CN1045082C (zh) * | 1996-01-31 | 1999-09-15 | 南京林业大学 | 一种花香型香料及其合成方法 |
| DE19835323A1 (de) * | 1998-08-05 | 2000-02-10 | Aventis Res & Tech Gmbh & Co | Verfahren zur katalytischen Oxidation von 1,5-Dialkylbicyclo(3.2.1)octan-8-ol zu 1,5-Dialkylbicyclo(3.2.1)octan-8-on |
-
2002
- 2002-06-21 GB GBGB0214344.4A patent/GB0214344D0/en not_active Ceased
-
2003
- 2003-06-20 MX MXPA04012277A patent/MXPA04012277A/es active IP Right Grant
- 2003-06-20 WO PCT/CH2003/000401 patent/WO2004000776A1/en not_active Ceased
- 2003-06-20 AU AU2003240348A patent/AU2003240348A1/en not_active Abandoned
- 2003-06-20 JP JP2004514504A patent/JP2005529961A/ja active Pending
- 2003-06-20 EP EP03729764A patent/EP1515938A1/en not_active Ceased
- 2003-06-20 CN CNB038145596A patent/CN1301953C/zh not_active Expired - Fee Related
- 2003-06-20 US US10/518,565 patent/US7691802B2/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| US20050239683A1 (en) | 2005-10-27 |
| AU2003240348A1 (en) | 2004-01-06 |
| GB0214344D0 (en) | 2002-07-31 |
| CN1662483A (zh) | 2005-08-31 |
| US7691802B2 (en) | 2010-04-06 |
| WO2004000776A1 (en) | 2003-12-31 |
| MXPA04012277A (es) | 2005-02-25 |
| CN1301953C (zh) | 2007-02-28 |
| EP1515938A1 (en) | 2005-03-23 |
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