MXPA06003263A - Derivados de 3-isopropil-1-metilciclopentilo y su uso en aplicaciones de fragancia. - Google Patents
Derivados de 3-isopropil-1-metilciclopentilo y su uso en aplicaciones de fragancia.Info
- Publication number
- MXPA06003263A MXPA06003263A MXPA06003263A MXPA06003263A MXPA06003263A MX PA06003263 A MXPA06003263 A MX PA06003263A MX PA06003263 A MXPA06003263 A MX PA06003263A MX PA06003263 A MXPA06003263 A MX PA06003263A MX PA06003263 A MXPA06003263 A MX PA06003263A
- Authority
- MX
- Mexico
- Prior art keywords
- isopropyl
- fragrance
- methylcyclopentyl
- formula
- compound
- Prior art date
Links
- 239000003205 fragrance Substances 0.000 title claims abstract description 38
- -1 3-isopropyl-1-methylcyclopentyl Chemical class 0.000 title description 13
- 150000001875 compounds Chemical class 0.000 claims description 34
- 229910052739 hydrogen Inorganic materials 0.000 claims description 8
- 239000001257 hydrogen Substances 0.000 claims description 8
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 8
- 229910052799 carbon Inorganic materials 0.000 claims description 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 6
- KBSHQCBKGHLYLX-VHSXEESVSA-N [(1r,3s)-1-methyl-3-propan-2-ylcyclopentyl]methanol Chemical compound CC(C)[C@H]1CC[C@@](C)(CO)C1 KBSHQCBKGHLYLX-VHSXEESVSA-N 0.000 claims description 5
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 5
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 5
- 238000000034 method Methods 0.000 claims description 4
- 239000002304 perfume Substances 0.000 claims description 4
- IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 claims description 3
- 239000002537 cosmetic Substances 0.000 claims description 3
- 238000004519 manufacturing process Methods 0.000 claims description 3
- VNDRRBIHAWMHIV-ZOCYIJKUSA-N 1-[(1s,3r)-1-methyl-3-propan-2-ylcyclopentyl]ethanol Chemical compound CC(C)[C@@H]1CC[C@](C)(C(C)O)C1 VNDRRBIHAWMHIV-ZOCYIJKUSA-N 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims 3
- VNDRRBIHAWMHIV-QXXIUIOUSA-N 1-[(1r,3s)-1-methyl-3-propan-2-ylcyclopentyl]ethanol Chemical compound CC(C)[C@H]1CC[C@@](C)(C(C)O)C1 VNDRRBIHAWMHIV-QXXIUIOUSA-N 0.000 claims 1
- KBSHQCBKGHLYLX-ZJUUUORDSA-N [(1s,3r)-1-methyl-3-propan-2-ylcyclopentyl]methanol Chemical compound CC(C)[C@@H]1CC[C@](C)(CO)C1 KBSHQCBKGHLYLX-ZJUUUORDSA-N 0.000 claims 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 19
- OKKJLVBELUTLKV-UHFFFAOYSA-N methanol Substances OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 10
- 239000000047 product Substances 0.000 description 10
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- 239000000203 mixture Substances 0.000 description 8
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- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
- GLZPCOQZEFWAFX-UHFFFAOYSA-N Geraniol Chemical compound CC(C)=CCCC(C)=CCO GLZPCOQZEFWAFX-UHFFFAOYSA-N 0.000 description 6
- CDOSHBSSFJOMGT-UHFFFAOYSA-N linalool Chemical compound CC(C)=CCCC(C)(O)C=C CDOSHBSSFJOMGT-UHFFFAOYSA-N 0.000 description 6
- 239000000243 solution Substances 0.000 description 6
- 238000005481 NMR spectroscopy Methods 0.000 description 5
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 5
- 239000004615 ingredient Substances 0.000 description 5
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- HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 description 4
- QUKGYYKBILRGFE-UHFFFAOYSA-N benzyl acetate Chemical compound CC(=O)OCC1=CC=CC=C1 QUKGYYKBILRGFE-UHFFFAOYSA-N 0.000 description 4
- 150000002576 ketones Chemical class 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
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- 239000012267 brine Substances 0.000 description 3
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- BSDKSYSADAQSHR-WDEREUQCSA-N 1-[(1r,3s)-1-methyl-3-propan-2-ylcyclopentyl]ethanone Chemical compound CC(C)[C@H]1CC[C@@](C)(C(C)=O)C1 BSDKSYSADAQSHR-WDEREUQCSA-N 0.000 description 2
- IBDVYGIGYPWWBX-UHFFFAOYSA-N 1-methyl-3-propan-2-ylcyclopentane-1-carboxylic acid Chemical compound CC(C)C1CCC(C)(C(O)=O)C1 IBDVYGIGYPWWBX-UHFFFAOYSA-N 0.000 description 2
- WRMNZCZEMHIOCP-UHFFFAOYSA-N 2-phenylethanol Chemical compound OCCC1=CC=CC=C1 WRMNZCZEMHIOCP-UHFFFAOYSA-N 0.000 description 2
- XPCTZQVDEJYUGT-UHFFFAOYSA-N 3-hydroxy-2-methyl-4-pyrone Chemical compound CC=1OC=CC(=O)C=1O XPCTZQVDEJYUGT-UHFFFAOYSA-N 0.000 description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 239000005792 Geraniol Substances 0.000 description 2
- GLZPCOQZEFWAFX-YFHOEESVSA-N Geraniol Natural products CC(C)=CCC\C(C)=C/CO GLZPCOQZEFWAFX-YFHOEESVSA-N 0.000 description 2
- BZLVMXJERCGZMT-UHFFFAOYSA-N Methyl tert-butyl ether Chemical compound COC(C)(C)C BZLVMXJERCGZMT-UHFFFAOYSA-N 0.000 description 2
- 235000009754 Vitis X bourquina Nutrition 0.000 description 2
- 235000012333 Vitis X labruscana Nutrition 0.000 description 2
- 240000006365 Vitis vinifera Species 0.000 description 2
- 235000014787 Vitis vinifera Nutrition 0.000 description 2
- 229940022663 acetate Drugs 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 229940007550 benzyl acetate Drugs 0.000 description 2
- 150000001721 carbon Chemical group 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- IJOOHPMOJXWVHK-UHFFFAOYSA-N chlorotrimethylsilane Chemical compound C[Si](C)(C)Cl IJOOHPMOJXWVHK-UHFFFAOYSA-N 0.000 description 2
- 238000007796 conventional method Methods 0.000 description 2
- 239000012043 crude product Substances 0.000 description 2
- 239000003599 detergent Substances 0.000 description 2
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- 229940052303 ethers for general anesthesia Drugs 0.000 description 2
- RRAFCDWBNXTKKO-UHFFFAOYSA-N eugenol Chemical compound COC1=CC(CC=C)=CC=C1O RRAFCDWBNXTKKO-UHFFFAOYSA-N 0.000 description 2
- 239000000284 extract Substances 0.000 description 2
- 239000000796 flavoring agent Substances 0.000 description 2
- 235000019634 flavors Nutrition 0.000 description 2
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- WPFVBOQKRVRMJB-UHFFFAOYSA-N hydroxycitronellal Chemical compound O=CCC(C)CCCC(C)(C)O WPFVBOQKRVRMJB-UHFFFAOYSA-N 0.000 description 2
- 150000002596 lactones Chemical class 0.000 description 2
- 150000002678 macrocyclic compounds Chemical class 0.000 description 2
- KVWWIYGFBYDJQC-UHFFFAOYSA-N methyl dihydrojasmonate Chemical compound CCCCCC1C(CC(=O)OC)CCC1=O KVWWIYGFBYDJQC-UHFFFAOYSA-N 0.000 description 2
- DVSDBMFJEQPWNO-UHFFFAOYSA-N methyllithium Chemical compound C[Li] DVSDBMFJEQPWNO-UHFFFAOYSA-N 0.000 description 2
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- 229940116411 terpineol Drugs 0.000 description 1
- LFSYLMRHJKGLDV-UHFFFAOYSA-N tetradecanolide Natural products O=C1CCCCCCCCCCCCCO1 LFSYLMRHJKGLDV-UHFFFAOYSA-N 0.000 description 1
- CRDAMVZIKSXKFV-UHFFFAOYSA-N trans-Farnesol Natural products CC(C)=CCCC(C)=CCCC(C)=CCO CRDAMVZIKSXKFV-UHFFFAOYSA-N 0.000 description 1
- MWOOGOJBHIARFG-UHFFFAOYSA-N vanillin Chemical compound COC1=CC(C=O)=CC=C1O MWOOGOJBHIARFG-UHFFFAOYSA-N 0.000 description 1
- FGQOOHJZONJGDT-UHFFFAOYSA-N vanillin Natural products COC1=CC(O)=CC(C=O)=C1 FGQOOHJZONJGDT-UHFFFAOYSA-N 0.000 description 1
- 235000012141 vanillin Nutrition 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
- 239000010457 zeolite Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/29—Saturated compounds containing keto groups bound to rings
- C07C49/297—Saturated compounds containing keto groups bound to rings to a five-membered ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C31/00—Saturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
- C07C31/13—Monohydroxylic alcohols containing saturated rings
- C07C31/133—Monohydroxylic alcohols containing saturated rings monocyclic
- C07C31/135—Monohydroxylic alcohols containing saturated rings monocyclic with a five or six-membered rings; Naphthenic alcohols
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/45—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by condensation
-
- 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
- C11B9/0026—Essential oils; Perfumes compounds containing an alicyclic ring not condensed with another ring
- C11B9/003—Essential oils; Perfumes compounds containing an alicyclic ring not condensed with another ring the ring containing less than six carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/06—Systems containing only non-condensed rings with a five-membered ring
- C07C2601/08—Systems containing only non-condensed rings with a five-membered ring the ring being saturated
Landscapes
- 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)
- Fats And Perfumes (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Cosmetics (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GBGB0322750.1A GB0322750D0 (en) | 2003-09-30 | 2003-09-30 | Organic compounds |
| PCT/CH2004/000604 WO2005030914A1 (en) | 2003-09-30 | 2004-09-29 | 3-isopropyl-1-methylcyclopentyl derivatives and their use in fragrance applications |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| MXPA06003263A true MXPA06003263A (es) | 2006-06-08 |
Family
ID=29287030
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| MXPA06003263A MXPA06003263A (es) | 2003-09-30 | 2004-09-29 | Derivados de 3-isopropil-1-metilciclopentilo y su uso en aplicaciones de fragancia. |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US20070054836A1 (https=) |
| EP (1) | EP1668102B1 (https=) |
| JP (1) | JP2007507434A (https=) |
| CN (1) | CN100552010C (https=) |
| AT (1) | ATE377066T1 (https=) |
| BR (1) | BRPI0414884A (https=) |
| DE (1) | DE602004009814T2 (https=) |
| ES (1) | ES2295900T3 (https=) |
| GB (1) | GB0322750D0 (https=) |
| MX (1) | MXPA06003263A (https=) |
| WO (1) | WO2005030914A1 (https=) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2005030915A1 (en) * | 2003-09-30 | 2005-04-07 | Givaudan Sa | 3-isopropyl-1-methylcyclopentyl derivatives and their use in fragrance applications |
| KR101255016B1 (ko) * | 2004-04-09 | 2013-04-17 | 와이어쓰 엘엘씨 | 소포성 구내염 바이러스의 상승적 감쇠, 그의 벡터 및 그의 면역원성 조성물 |
| JP4102412B2 (ja) | 2006-06-26 | 2008-06-18 | 花王株式会社 | アルコール系化合物 |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2946823A (en) * | 1958-04-28 | 1960-07-26 | Givaudan Corp | Process for making methyl-(4-isopropyl-1-cyclopentyl)-ketone and intermediate obtained thereby |
| US3609193A (en) * | 1969-04-30 | 1971-09-28 | Reynolds Tobacco Co R | Process of coupling aldehydes and ketones |
| US4234463A (en) * | 1978-10-20 | 1980-11-18 | International Flavors & Fragrances Inc. | Cyclohexene methanol derivatives in perfume |
| US4533492A (en) * | 1983-04-07 | 1985-08-06 | International Flavors & Fragrances Inc. | Acetyl dimethylbutylcyclohexene and organoleptic uses thereof |
| JPH0791554B2 (ja) * | 1989-06-21 | 1995-10-04 | 高砂香料工業株式会社 | 香料組成物 |
| WO2005030915A1 (en) * | 2003-09-30 | 2005-04-07 | Givaudan Sa | 3-isopropyl-1-methylcyclopentyl derivatives and their use in fragrance applications |
-
2003
- 2003-09-30 GB GBGB0322750.1A patent/GB0322750D0/en not_active Ceased
-
2004
- 2004-09-29 CN CNB2004800281885A patent/CN100552010C/zh not_active Expired - Fee Related
- 2004-09-29 BR BRPI0414884-3A patent/BRPI0414884A/pt not_active IP Right Cessation
- 2004-09-29 DE DE602004009814T patent/DE602004009814T2/de not_active Expired - Lifetime
- 2004-09-29 US US10/572,804 patent/US20070054836A1/en not_active Abandoned
- 2004-09-29 JP JP2006529545A patent/JP2007507434A/ja active Pending
- 2004-09-29 EP EP04761944A patent/EP1668102B1/en not_active Expired - Lifetime
- 2004-09-29 ES ES04761944T patent/ES2295900T3/es not_active Expired - Lifetime
- 2004-09-29 WO PCT/CH2004/000604 patent/WO2005030914A1/en not_active Ceased
- 2004-09-29 MX MXPA06003263A patent/MXPA06003263A/es active IP Right Grant
- 2004-09-29 AT AT04761944T patent/ATE377066T1/de not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| US20070054836A1 (en) | 2007-03-08 |
| DE602004009814T2 (de) | 2008-09-04 |
| BRPI0414884A (pt) | 2006-12-12 |
| ATE377066T1 (de) | 2007-11-15 |
| DE602004009814D1 (de) | 2007-12-13 |
| EP1668102A1 (en) | 2006-06-14 |
| CN100552010C (zh) | 2009-10-21 |
| GB0322750D0 (en) | 2003-10-29 |
| JP2007507434A (ja) | 2007-03-29 |
| WO2005030914A1 (en) | 2005-04-07 |
| ES2295900T3 (es) | 2008-04-16 |
| EP1668102B1 (en) | 2007-10-31 |
| CN1860212A (zh) | 2006-11-08 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FG | Grant or registration |