RU2734475C2 - Разделение энантиомеров 3-этилбицикло [3.2.0] гепт-3-ен-6-она - Google Patents
Разделение энантиомеров 3-этилбицикло [3.2.0] гепт-3-ен-6-она Download PDFInfo
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- RU2734475C2 RU2734475C2 RU2017143338A RU2017143338A RU2734475C2 RU 2734475 C2 RU2734475 C2 RU 2734475C2 RU 2017143338 A RU2017143338 A RU 2017143338A RU 2017143338 A RU2017143338 A RU 2017143338A RU 2734475 C2 RU2734475 C2 RU 2734475C2
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- RU
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- Prior art keywords
- compound
- formula
- mixture
- formulas
- optically active
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Classifications
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B43/00—Formation or introduction of functional groups containing nitrogen
- C07B43/02—Formation or introduction of functional groups containing nitrogen of nitro or nitroso groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B43/00—Formation or introduction of functional groups containing nitrogen
- C07B43/08—Formation or introduction of functional groups containing nitrogen of cyano groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B57/00—Separation of optically-active compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B63/00—Purification; Separation; Stabilisation; Use of additives
- C07B63/02—Purification; Separation; Stabilisation; Use of additives by treatment giving rise to a chemical modification
-
- 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
- C07C45/78—Separation; Purification; Stabilisation; Use of additives
- C07C45/85—Separation; Purification; Stabilisation; Use of additives by treatment giving rise to a chemical modification
-
- 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
- C07C49/627—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 seven carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D257/00—Heterocyclic compounds containing rings having four nitrogen atoms as the only ring hetero atoms
- C07D257/02—Heterocyclic compounds containing rings having four nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D257/04—Five-membered rings
-
- 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
- C07C2602/00—Systems containing two condensed rings
- C07C2602/02—Systems containing two condensed rings the rings having only two atoms in common
- C07C2602/14—All rings being cycloaliphatic
- C07C2602/20—All rings being cycloaliphatic the ring system containing seven carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/04—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D207/06—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with radicals, containing only hydrogen and carbon atoms, attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D211/08—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms
- C07D211/18—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D211/30—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms with hydrocarbon radicals, substituted by doubly bound oxygen or sulfur atoms or by two oxygen or sulfur atoms singly bound to the same carbon atom
- C07D211/32—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms with hydrocarbon radicals, substituted by doubly bound oxygen or sulfur atoms or by two oxygen or sulfur atoms singly bound to the same carbon atom by oxygen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Medicinal Chemistry (AREA)
- Public Health (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Epidemiology (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pyridine Compounds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201562167232P | 2015-05-27 | 2015-05-27 | |
| US62/167,232 | 2015-05-27 | ||
| PCT/EP2016/052176 WO2016146299A1 (en) | 2015-05-27 | 2016-02-02 | Separation of enantiomers of 3-ethylbicyclo[3.2.0]hept-3-en-6-one |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| RU2017143338A RU2017143338A (ru) | 2019-06-27 |
| RU2017143338A3 RU2017143338A3 (enExample) | 2019-07-17 |
| RU2734475C2 true RU2734475C2 (ru) | 2020-10-16 |
Family
ID=55404679
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU2017143338A RU2734475C2 (ru) | 2015-05-27 | 2016-02-02 | Разделение энантиомеров 3-этилбицикло [3.2.0] гепт-3-ен-6-она |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US10150723B2 (enExample) |
| EP (1) | EP3303308B1 (enExample) |
| JP (1) | JP6775009B2 (enExample) |
| KR (1) | KR102598202B1 (enExample) |
| CN (1) | CN107667097B (enExample) |
| AU (1) | AU2016232606A1 (enExample) |
| BR (1) | BR112017025135B1 (enExample) |
| CA (1) | CA2986954C (enExample) |
| RU (1) | RU2734475C2 (enExample) |
| WO (1) | WO2016146299A1 (enExample) |
| ZA (1) | ZA201708769B (enExample) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN114264751B (zh) * | 2021-12-28 | 2024-02-27 | 江苏威凯尔医药科技有限公司 | 一种高效液相色谱法分离米洛巴林中间体及其对映异构体的方法 |
| CN115745764B (zh) * | 2022-12-08 | 2024-03-12 | 重庆华森制药股份有限公司 | 一种米洛巴林中间体的制备方法 |
| WO2024134671A1 (en) * | 2022-12-21 | 2024-06-27 | Bhisaj Pharmaceuticals Pvt Ltd | Preparation of 3-ethylbicyclo[3.2.0]hept-3-en-6-one |
| CN116903468B (zh) * | 2023-07-14 | 2024-01-26 | 山东新时代药业有限公司 | 一种米洛巴林中间体的制备方法 |
| CN117886708B (zh) * | 2023-12-05 | 2026-06-30 | 浙江天宇药业股份有限公司 | 一种苯磺酸米洛巴林的合成方法 |
| CN117924061B (zh) * | 2024-01-17 | 2026-03-20 | 北京海步医药科技有限公司 | 一种3-烷基双环[3.2.0]庚-3-烯-6-酮的拆分方法 |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SU147182A1 (ru) * | 1961-07-18 | 1961-11-30 | Е.С. Жданович | Способ расщеплени синтетического рацемического альфа-окси-бета1-бета-диметил-гамма-бутиролактона |
| US20140296569A1 (en) * | 2011-12-15 | 2014-10-02 | Daiichi Sankyo Company, Limited | Optical Resolution Method for Bicyclic Compound Using Asymmetric Catalyst |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0074856A3 (en) * | 1981-09-16 | 1984-02-01 | Glaxo Group Limited | Resolution of racemic bicycloheptenones |
| WO2010084798A1 (ja) * | 2009-01-21 | 2010-07-29 | 第一三共株式会社 | ３環性化合物 |
| WO2010110361A1 (ja) * | 2009-03-26 | 2010-09-30 | 第一三共株式会社 | 二環性γ－アミノ酸誘導体の製造方法 |
| BR112013031360B1 (pt) * | 2011-06-08 | 2022-01-25 | Daiichi Sankyo Company, Limited | Método para produzir um composto |
| ES2649968T3 (es) | 2011-06-08 | 2018-01-16 | Daiichi Sankyo Company, Limited | Procedimiento de producción de un compuesto bicíclico vía transposición de Claisen |
| WO2013089189A1 (ja) * | 2011-12-16 | 2013-06-20 | 第一三共株式会社 | ヒドロキシスルホン酸を経由する二環性化合物の光学分割方法 |
| HUE033397T2 (en) * | 2012-04-10 | 2017-12-28 | Daiichi Sankyo Co Ltd | A method for the optical separation of bicyclic compounds by an enzyme |
| JP2013245215A (ja) * | 2012-05-29 | 2013-12-09 | Daiichi Sankyo Co Ltd | 不斉環化反応による光学活性二環性化合物の製造方法 |
| JP6491213B2 (ja) | 2013-12-18 | 2019-03-27 | ノヴァッセイ エスエー | 疼痛および他の障害の治療のためのガンマ−アミノ酪酸（ｇａｂａ）類似体 |
-
2016
- 2016-02-02 US US15/576,720 patent/US10150723B2/en not_active Expired - Fee Related
- 2016-02-02 RU RU2017143338A patent/RU2734475C2/ru active
- 2016-02-02 BR BR112017025135-3A patent/BR112017025135B1/pt not_active IP Right Cessation
- 2016-02-02 AU AU2016232606A patent/AU2016232606A1/en not_active Abandoned
- 2016-02-02 KR KR1020177037104A patent/KR102598202B1/ko active Active
- 2016-02-02 WO PCT/EP2016/052176 patent/WO2016146299A1/en not_active Ceased
- 2016-02-02 CA CA2986954A patent/CA2986954C/en active Active
- 2016-02-02 EP EP16705440.2A patent/EP3303308B1/en active Active
- 2016-02-02 JP JP2018513721A patent/JP6775009B2/ja not_active Expired - Fee Related
- 2016-02-02 CN CN201680030795.8A patent/CN107667097B/zh not_active Expired - Fee Related
-
2017
- 2017-12-21 ZA ZA2017/08769A patent/ZA201708769B/en unknown
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SU147182A1 (ru) * | 1961-07-18 | 1961-11-30 | Е.С. Жданович | Способ расщеплени синтетического рацемического альфа-окси-бета1-бета-диметил-гамма-бутиролактона |
| US20140296569A1 (en) * | 2011-12-15 | 2014-10-02 | Daiichi Sankyo Company, Limited | Optical Resolution Method for Bicyclic Compound Using Asymmetric Catalyst |
Non-Patent Citations (5)
| Title |
|---|
| Bisticha, A. et al. tert-Butyl esters of peptides as organocatalysts for the asymmetric aldol reaction. Tetrahedron: Asymmetry, 2015, 26(2-3), 102-108 * |
| Kanemitsu, T. et al. L-t-Leucine-Catalyzed Direct Asymmetric Aldol Reaction of Cyclic Ketones. European Journal of Organic Chemistry, 2011, 2011(5), 993-997. * |
| Kanemitsu, T. et al. L-t-Leucine-Catalyzed Direct Asymmetric Aldol Reaction of Cyclic Ketones. European Journal of Organic Chemistry, 2011, 2011(5), 993-997. Bisticha, A. et al. tert-Butyl esters of peptides as organocatalysts for the asymmetric aldol reaction. Tetrahedron: Asymmetry, 2015, 26(2-3), 102-108. Zhao, H.-W. et al. Design, Synthesis and Organocatalysis of 2,2′-Biphenol-Based Prolinamide Organocatalysts in the Asymmetric Direct Aldol Reaction in Water. Synlett, 2013, 24(20), 2743-2747. Okuyama, Y. et al. Organocatalytic activity of 4-hydroxy-prolinamide alcohol with different noncovalent coordination sites in asymmetric Michael and direct aldol reactions. Tetrahedron Letters, 2009, 50(2), 193-197. * |
| Okuyama, Y. et al. Organocatalytic activity of 4-hydroxy-prolinamide alcohol with different noncovalent coordination sites in asymmetric Michael and direct aldol reactions. Tetrahedron Letters, 2009, 50(2), 193-197. * |
| Zhao, H.-W. et al. Design, Synthesis and Organocatalysis of 2,2′-Biphenol-Based Prolinamide Organocatalysts in the Asymmetric Direct Aldol Reaction in Water. Synlett, 2013, 24(20), 2743-2747. * |
Also Published As
| Publication number | Publication date |
|---|---|
| US10150723B2 (en) | 2018-12-11 |
| RU2017143338A3 (enExample) | 2019-07-17 |
| WO2016146299A1 (en) | 2016-09-22 |
| BR112017025135A2 (en) | 2018-08-07 |
| ZA201708769B (en) | 2019-04-24 |
| KR102598202B1 (ko) | 2023-11-03 |
| CN107667097B (zh) | 2021-02-12 |
| US20180134643A1 (en) | 2018-05-17 |
| RU2017143338A (ru) | 2019-06-27 |
| JP2018517768A (ja) | 2018-07-05 |
| KR20180036919A (ko) | 2018-04-10 |
| JP6775009B2 (ja) | 2020-10-28 |
| BR112017025135B1 (pt) | 2023-01-17 |
| CA2986954C (en) | 2023-06-27 |
| CA2986954A1 (en) | 2016-09-22 |
| AU2016232606A1 (en) | 2017-12-07 |
| CN107667097A (zh) | 2018-02-06 |
| EP3303308A1 (en) | 2018-04-11 |
| EP3303308B1 (en) | 2019-10-09 |
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