KR910002844A - 시스 3-아미노-4-[2-(2-푸릴)에트-1-일]-1- 메톡시카보닐 메틸-아제티딘-2-온의 분할방법 - Google Patents
시스 3-아미노-4-[2-(2-푸릴)에트-1-일]-1- 메톡시카보닐 메틸-아제티딘-2-온의 분할방법 Download PDFInfo
- Publication number
- KR910002844A KR910002844A KR1019900011531A KR900011531A KR910002844A KR 910002844 A KR910002844 A KR 910002844A KR 1019900011531 A KR1019900011531 A KR 1019900011531A KR 900011531 A KR900011531 A KR 900011531A KR 910002844 A KR910002844 A KR 910002844A
- Authority
- KR
- South Korea
- Prior art keywords
- azetidin
- eth
- furyl
- amino
- cis
- Prior art date
Links
- XHYXRVPTQOPUQG-UHFFFAOYSA-N methyl 3-amino-2-[2-(furan-2-yl)ethyl]-3-methyl-4-oxoazetidine-1-carboxylate Chemical compound CC1(N)C(=O)N(C(=O)OC)C1CCC1=CC=CO1 XHYXRVPTQOPUQG-UHFFFAOYSA-N 0.000 title 1
- 238000000926 separation method Methods 0.000 title 1
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims 6
- 238000000034 method Methods 0.000 claims 5
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 claims 4
- 125000002941 2-furyl group Chemical group O1C([*])=C([H])C([H])=C1[H] 0.000 claims 3
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 claims 3
- FEWJPZIEWOKRBE-LWMBPPNESA-N levotartaric acid Chemical class OC(=O)[C@@H](O)[C@H](O)C(O)=O FEWJPZIEWOKRBE-LWMBPPNESA-N 0.000 claims 2
- 239000003495 polar organic solvent Substances 0.000 claims 2
- QOEUNLQGZBSTBB-UHFFFAOYSA-N 1-methylazetidin-2-one Chemical compound CN1CCC1=O QOEUNLQGZBSTBB-UHFFFAOYSA-N 0.000 claims 1
- 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 claims 1
- 235000011002 L(+)-tartaric acid Nutrition 0.000 claims 1
- 239000001358 L(+)-tartaric acid Substances 0.000 claims 1
- 239000003153 chemical reaction reagent Substances 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 claims 1
- AUONNNVJUCSETH-UHFFFAOYSA-N icosanoyl icosanoate Chemical compound CCCCCCCCCCCCCCCCCCCC(=O)OC(=O)CCCCCCCCCCCCCCCCCCC AUONNNVJUCSETH-UHFFFAOYSA-N 0.000 claims 1
- 238000010899 nucleation Methods 0.000 claims 1
- 150000003839 salts Chemical class 0.000 claims 1
- 235000002906 tartaric acid Nutrition 0.000 claims 1
- 239000011975 tartaric acid Substances 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/06—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Communicable Diseases (AREA)
- Pharmacology & Pharmacy (AREA)
- Oncology (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Plural Heterocyclic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
내용 없음.
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (7)
- (a)시스 알파알파/베타베타 라세미체의 극성 유기 용액을 적어도 약 0.5몰당량의 광학적으로 활성인 타르타르산과 접촉시키는 단계, (b)상기 용액을 시스 베타베타-3-아미노-4-[2-(2-푸릴)에트-1-일]-1-메톡시카보닐메틸-1-아제티딘-2-온의 L-(+)-타르타르산 염 또는 시스시스 알파알파-3-아미노-4-[2-(2-푸릴)에트-1-일]-1-메톡시카보닐메틸-1-아제티딘-2-온의 D-(-)-타르타르산 염으로 시딩(seeding)하는 단계 및 (c)상기와 같이 형성된 불용성 염을 분리하는 단계를 포함하는, 시스 알파알파/베타베타-3-아미노-4-[2-(2-푸릴)에트-1-일]-1-메톡시카보닐메틸-아제티딘-2-온을 그의 성분에 에난티오머들로 분할시키는 방법.
- 제1항에 있어서, 사용된 극성 유기용매가 아세토나이트릴인 방법.
- 제1항 또는 제2항에 있어서, 사용된 극성 유기용매가 1내지 4%의 물을 함유하는 아세토나이트릴인 방법.
- 제1항 내지 제3항중 어느 한 항에 있어서, L-(+)-타르타르산을 분할시약(resolving agent)으로서 사용하는 방법.
- 제1항 내지 제3항중 어느 한 항에 있어서, D-(-)-타르타르산을 분할시약으로서 사용하는 방법.
- 시스 베타베타-3-아미노-4-[2-(2-푸릴)에트-1-일]-1-메톡시카보닐메틸-아제티딘-2-온의 L-(+)-타르타르산 염.
- 시스 알파알파-3-아미노-4-[2-(2-푸릴)에트-1-일]-1-메톡시카보닐메틸-아제티딘-2-온의 D-(+)-타르타르산 염.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US386664 | 1989-07-31 | ||
US07/386,664 US4923983A (en) | 1989-07-31 | 1989-07-31 | Method of resolving cis 3-amino-4-[2-(2-furyl)eth-1-yl]-1-methoxycarbonylmethyl-azetidin-2-one |
Publications (1)
Publication Number | Publication Date |
---|---|
KR910002844A true KR910002844A (ko) | 1991-02-26 |
Family
ID=23526531
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1019900011531A KR910002844A (ko) | 1989-07-31 | 1990-07-28 | 시스 3-아미노-4-[2-(2-푸릴)에트-1-일]-1- 메톡시카보닐 메틸-아제티딘-2-온의 분할방법 |
Country Status (8)
Country | Link |
---|---|
US (1) | US4923983A (ko) |
EP (1) | EP0416736A3 (ko) |
JP (1) | JPH0366686A (ko) |
KR (1) | KR910002844A (ko) |
CA (1) | CA2022021A1 (ko) |
HU (1) | HUT58728A (ko) |
IE (1) | IE902755A1 (ko) |
IL (1) | IL95200A0 (ko) |
Families Citing this family (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4923983A (en) * | 1989-07-31 | 1990-05-08 | Eli Lilly And Company | Method of resolving cis 3-amino-4-[2-(2-furyl)eth-1-yl]-1-methoxycarbonylmethyl-azetidin-2-one |
US5030725A (en) * | 1990-02-06 | 1991-07-09 | Eli Lilly And Company | Method of resolving cis 3-amino-4-[2-(2-furyl)eth-1-yl]-1-methoxycarbonylmethyl-azetidin-2-one using (-)-DAG |
US5142038A (en) * | 1991-07-23 | 1992-08-25 | Eli Lilly And Company | Process of enantiomeric separation of carbacephem intermediates |
SE9601600D0 (sv) * | 1996-04-26 | 1996-04-26 | Astra Ab | Improved process |
AU1037701A (en) * | 1999-10-20 | 2001-04-30 | Smithkline Beecham Plc | Process for the preparation of 4-(fluorophenyl)piperidine esters |
EP2057145B1 (en) * | 2006-07-20 | 2012-08-22 | Abbott Laboratories | Synthesis of (2s,5r)-5-ethynyl-1-{n-(4-methyl-1-(4-carboxy-pyridin-2-yl)piperidin-4-yl)glycyl}pyrrolidine-2-carbonitrile |
EP1943248A2 (en) * | 2006-08-03 | 2008-07-16 | Teva Pharmaceutical Industries Ltd. | Solifenacin base forms and preparation thereof |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3116332A (en) * | 1958-10-17 | 1963-12-31 | Du Pont | Resolution of racemic aminoisopropanol |
US4923983A (en) * | 1989-07-31 | 1990-05-08 | Eli Lilly And Company | Method of resolving cis 3-amino-4-[2-(2-furyl)eth-1-yl]-1-methoxycarbonylmethyl-azetidin-2-one |
-
1989
- 1989-07-31 US US07/386,664 patent/US4923983A/en not_active Expired - Fee Related
-
1990
- 1990-07-26 CA CA002022021A patent/CA2022021A1/en not_active Abandoned
- 1990-07-26 EP EP19900308217 patent/EP0416736A3/en not_active Withdrawn
- 1990-07-26 IL IL95200A patent/IL95200A0/xx unknown
- 1990-07-27 HU HU904658A patent/HUT58728A/hu unknown
- 1990-07-28 KR KR1019900011531A patent/KR910002844A/ko not_active Application Discontinuation
- 1990-07-30 IE IE275590A patent/IE902755A1/en unknown
- 1990-07-30 JP JP2203743A patent/JPH0366686A/ja active Pending
Also Published As
Publication number | Publication date |
---|---|
IE902755A1 (en) | 1991-02-27 |
IL95200A0 (en) | 1991-06-10 |
HUT58728A (en) | 1992-03-30 |
US4923983A (en) | 1990-05-08 |
EP0416736A3 (en) | 1991-11-06 |
CA2022021A1 (en) | 1991-02-01 |
HU904658D0 (en) | 1991-01-28 |
EP0416736A2 (en) | 1991-03-13 |
JPH0366686A (ja) | 1991-03-22 |
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