RU2009128063A - Способ получения и выделения отдельных стереоизомеров 1-амино, 3-замещенных фенилциклопентанекарбоксилатов - Google Patents
Способ получения и выделения отдельных стереоизомеров 1-амино, 3-замещенных фенилциклопентанекарбоксилатов Download PDFInfo
- Publication number
- RU2009128063A RU2009128063A RU2009128063/04A RU2009128063A RU2009128063A RU 2009128063 A RU2009128063 A RU 2009128063A RU 2009128063/04 A RU2009128063/04 A RU 2009128063/04A RU 2009128063 A RU2009128063 A RU 2009128063A RU 2009128063 A RU2009128063 A RU 2009128063A
- Authority
- RU
- Russia
- Prior art keywords
- formula
- compounds
- compound
- mixture
- producing
- Prior art date
Links
- 238000004519 manufacturing process Methods 0.000 title claims abstract 15
- -1 1-AMINO, 3-SUBSTITUTED Phenylcyclopentane Chemical class 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims abstract 47
- 239000000203 mixture Substances 0.000 claims abstract 22
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims abstract 10
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims abstract 9
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 claims abstract 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract 5
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims abstract 4
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims abstract 4
- 238000000034 method Methods 0.000 claims abstract 4
- 150000002825 nitriles Chemical class 0.000 claims abstract 4
- 150000003839 salts Chemical class 0.000 claims abstract 4
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 claims abstract 2
- ATRRKUHOCOJYRX-UHFFFAOYSA-N Ammonium bicarbonate Chemical compound [NH4+].OC([O-])=O ATRRKUHOCOJYRX-UHFFFAOYSA-N 0.000 claims abstract 2
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 claims abstract 2
- 229910021529 ammonia Inorganic materials 0.000 claims abstract 2
- 239000001099 ammonium carbonate Substances 0.000 claims abstract 2
- 235000012501 ammonium carbonate Nutrition 0.000 claims abstract 2
- 150000001543 aryl boronic acids Chemical class 0.000 claims abstract 2
- 239000003054 catalyst Substances 0.000 claims abstract 2
- 230000003993 interaction Effects 0.000 claims abstract 2
- 229910052757 nitrogen Inorganic materials 0.000 claims abstract 2
- 239000003960 organic solvent Substances 0.000 claims abstract 2
- 229910052703 rhodium Chemical class 0.000 claims abstract 2
- 239000010948 rhodium Chemical class 0.000 claims abstract 2
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical class [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 claims abstract 2
- 239000002904 solvent Substances 0.000 claims abstract 2
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims 3
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 claims 2
- 230000002152 alkylating effect Effects 0.000 claims 1
- 238000001816 cooling Methods 0.000 claims 1
- 238000001914 filtration Methods 0.000 claims 1
- 230000003301 hydrolyzing effect Effects 0.000 claims 1
- 150000007529 inorganic bases Chemical class 0.000 claims 1
- 238000002955 isolation Methods 0.000 claims 1
- 229910000027 potassium carbonate Inorganic materials 0.000 claims 1
- 239000000126 substance Substances 0.000 claims 1
- 241000282326 Felis catus Species 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D235/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings
- C07D235/02—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings condensed with carbocyclic rings or ring systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C227/14—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton from compounds containing already amino and carboxyl groups or derivatives thereof
- C07C227/18—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton from compounds containing already amino and carboxyl groups or derivatives thereof by reactions involving amino or carboxyl groups, e.g. hydrolysis of esters or amides, by formation of halides, salts or esters
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C227/24—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton from hydantoins
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C227/26—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton from compounds containing carboxyl groups by reaction with HCN, or a salt thereof, and amines, or from aminonitriles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C227/30—Preparation of optical isomers
- C07C227/34—Preparation of optical isomers by separation of optical isomers
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C253/00—Preparation of carboxylic acid nitriles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C253/00—Preparation of carboxylic acid nitriles
- C07C253/32—Separation; Purification; Stabilisation; Use of additives
- C07C253/34—Separation; Purification
-
- 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
- C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
- C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
- C07C45/68—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
- C07C45/69—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by addition to carbon-to-carbon double or triple bonds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B2200/00—Indexing scheme relating to specific properties of organic compounds
- C07B2200/07—Optical isomers
-
- 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)
- Chemical Kinetics & Catalysis (AREA)
- Analytical Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US87625106P | 2006-12-21 | 2006-12-21 | |
| US60/876,251 | 2006-12-21 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| RU2009128063A true RU2009128063A (ru) | 2011-01-27 |
Family
ID=39562855
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU2009128063/04A RU2009128063A (ru) | 2006-12-21 | 2007-12-21 | Способ получения и выделения отдельных стереоизомеров 1-амино, 3-замещенных фенилциклопентанекарбоксилатов |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US7956195B2 (https=) |
| EP (1) | EP2102145A4 (https=) |
| JP (1) | JP2010513531A (https=) |
| CN (1) | CN101563316A (https=) |
| CA (1) | CA2673076A1 (https=) |
| MX (1) | MX2009006748A (https=) |
| RU (1) | RU2009128063A (https=) |
| WO (1) | WO2008079380A1 (https=) |
| ZA (1) | ZA200903874B (https=) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR101999937B1 (ko) * | 2010-12-22 | 2019-07-12 | 바이엘 인텔렉쳐 프로퍼티 게엠베하 | 시스-1-암모늄-4-알콕시시클로헥산카보니트릴 염의 제조 방법 |
| CN107759483B (zh) * | 2016-08-16 | 2022-03-11 | 浙江瑞博制药有限公司 | 一种甲氨基取代的环戊烷甲酸烷基酯的制备方法 |
| CN115847629B (zh) * | 2022-11-30 | 2023-09-29 | 江苏富乐徳石英科技有限公司 | 一种高效节能环保的石英环制备工艺 |
Family Cites Families (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4841079A (en) * | 1987-08-07 | 1989-06-20 | Pfizer, Inc. | Process for the production of asymmetric hydantoins |
| JP3333510B2 (ja) * | 1991-10-02 | 2002-10-15 | スミスクライン・ビーチャム・コーポレイション | 抗アレルギー、抗炎症および腫瘍壊死因子抑制活性を有するシクロペンタンおよびシクロペンテン誘導体 |
| US5314896A (en) | 1991-11-20 | 1994-05-24 | Warner-Lambert Company | 1,3-substituted cycloalkenes and cycloalkanes as central nervous system agents |
| US20020052370A1 (en) * | 2000-07-06 | 2002-05-02 | Barber Christopher Gordon | Cyclopentyl-substituted glutaramide derivatives as inhibitors of neutral endopeptidase |
| ATE512217T1 (de) * | 2000-09-13 | 2011-06-15 | Ajinomoto Kk | 5-substituerte hydantoin racemase, dafür kodierende dna, und verfahren zur herstellung optisch aktiver aminosäure |
| WO2004022766A1 (ja) * | 2002-09-06 | 2004-03-18 | Kaneka Corporation | Ｌ−αーメチルシステイン誘導体の製造方法 |
| AR043050A1 (es) * | 2002-09-26 | 2005-07-13 | Rib X Pharmaceuticals Inc | Compuestos heterociclicos bifuncionales y metodos para preparar y usar los mismos |
| US7256198B2 (en) * | 2004-02-18 | 2007-08-14 | Wyeth | Pyrimidoindolones and methods for using same |
| US7795283B2 (en) * | 2004-12-14 | 2010-09-14 | Astrazeneca Ab | Oxadiazole derivative as DGAT inhibitors |
| AU2006214314B2 (en) | 2005-02-14 | 2012-02-09 | University Of Virginia Patent Foundation | Sphingosine 1- phos phate agonists comprising cycloalkanes and 5 -membered heterocycles substituted by amino and phenyl groups |
| US7521557B2 (en) * | 2005-05-20 | 2009-04-21 | Bristol-Myers Squibb Company | Pyrrolopyridine-based inhibitors of dipeptidyl peptidase IV and methods |
| KR20080086546A (ko) * | 2006-01-27 | 2008-09-25 | 유니버시티 오브 버지니아 페이턴트 파운데이션 | 신경병증성 통증의 치료 방법 |
| BRPI0707957A2 (pt) * | 2006-02-21 | 2011-05-17 | Univ Virginia Patent Found | composto, e, método para prevenção ou tratamento de uma condição ou sintoma patológico em um mamìfero |
| CL2007003784A1 (es) * | 2006-12-21 | 2008-06-27 | Abbott Lab | Compuestos derivados de 1-amino-3-fenilciclopentano, que son agonistas o antagonistas de uno o mas receptores de la familia s1p; composicion farmaceutica que comprende a dichos compuestos; y su uso para tratar la esclerosis multiple, artritis reumato |
-
2007
- 2007-12-21 CA CA002673076A patent/CA2673076A1/en not_active Abandoned
- 2007-12-21 JP JP2009542959A patent/JP2010513531A/ja not_active Withdrawn
- 2007-12-21 US US12/004,582 patent/US7956195B2/en not_active Expired - Fee Related
- 2007-12-21 WO PCT/US2007/026257 patent/WO2008079380A1/en not_active Ceased
- 2007-12-21 RU RU2009128063/04A patent/RU2009128063A/ru not_active Application Discontinuation
- 2007-12-21 MX MX2009006748A patent/MX2009006748A/es active IP Right Grant
- 2007-12-21 CN CNA2007800467996A patent/CN101563316A/zh active Pending
- 2007-12-21 EP EP07863231.2A patent/EP2102145A4/en not_active Withdrawn
-
2009
- 2009-06-03 ZA ZA200903874A patent/ZA200903874B/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| CA2673076A1 (en) | 2008-07-03 |
| MX2009006748A (es) | 2009-06-30 |
| EP2102145A4 (en) | 2014-06-18 |
| ZA200903874B (en) | 2010-04-28 |
| CN101563316A (zh) | 2009-10-21 |
| US20080255367A1 (en) | 2008-10-16 |
| WO2008079380A1 (en) | 2008-07-03 |
| JP2010513531A (ja) | 2010-04-30 |
| EP2102145A1 (en) | 2009-09-23 |
| US7956195B2 (en) | 2011-06-07 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FA93 | Acknowledgement of application withdrawn (no request for examination) |
Effective date: 20110315 |