KR900018116A - 3-엑소메틸렌세팜 설폭사이드 에스테르의 제조방법 - Google Patents
3-엑소메틸렌세팜 설폭사이드 에스테르의 제조방법 Download PDFInfo
- Publication number
- KR900018116A KR900018116A KR1019900006990A KR900006990A KR900018116A KR 900018116 A KR900018116 A KR 900018116A KR 1019900006990 A KR1019900006990 A KR 1019900006990A KR 900006990 A KR900006990 A KR 900006990A KR 900018116 A KR900018116 A KR 900018116A
- Authority
- KR
- South Korea
- Prior art keywords
- unsaturated compound
- alkenes
- moles
- formula
- sulfoxide ester
- Prior art date
Links
- -1 sulfoxide ester Chemical class 0.000 title claims 5
- 150000001336 alkenes Chemical class 0.000 claims 7
- 150000001875 compounds Chemical class 0.000 claims 7
- 150000001993 dienes Chemical class 0.000 claims 3
- ZGEGCLOFRBLKSE-UHFFFAOYSA-N 1-Heptene Chemical compound CCCCCC=C ZGEGCLOFRBLKSE-UHFFFAOYSA-N 0.000 claims 2
- LIKMAJRDDDTEIG-UHFFFAOYSA-N 1-hexene Chemical compound CCCCC=C LIKMAJRDDDTEIG-UHFFFAOYSA-N 0.000 claims 2
- KWKAKUADMBZCLK-UHFFFAOYSA-N 1-octene Chemical compound CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 claims 2
- RYPKRALMXUUNKS-UHFFFAOYSA-N 2-Hexene Natural products CCCC=CC RYPKRALMXUUNKS-UHFFFAOYSA-N 0.000 claims 2
- KDXFMMHNGFNJFA-UHFFFAOYSA-N 4-oxoazetidine-2-sulfinyl chloride Chemical compound ClS(=O)C1CC(=O)N1 KDXFMMHNGFNJFA-UHFFFAOYSA-N 0.000 claims 2
- 150000001925 cycloalkenes Chemical class 0.000 claims 2
- HGCIXCUEYOPUTN-UHFFFAOYSA-N cyclohexene Chemical compound C1CCC=CC1 HGCIXCUEYOPUTN-UHFFFAOYSA-N 0.000 claims 2
- HPGGPRDJHPYFRM-UHFFFAOYSA-J tin(iv) chloride Chemical compound Cl[Sn](Cl)(Cl)Cl HPGGPRDJHPYFRM-UHFFFAOYSA-J 0.000 claims 2
- 150000001361 allenes Chemical class 0.000 claims 1
- MNFORVFSTILPAW-UHFFFAOYSA-N azetidin-2-one Chemical compound O=C1CCN1 MNFORVFSTILPAW-UHFFFAOYSA-N 0.000 claims 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims 1
- 125000006244 carboxylic acid protecting group Chemical group 0.000 claims 1
- 125000002433 cyclopentenyl group Chemical group C1(=CCCC1)* 0.000 claims 1
- LPIQUOYDBNQMRZ-UHFFFAOYSA-N cyclopentenylidene Natural products C1CC=CC1 LPIQUOYDBNQMRZ-UHFFFAOYSA-N 0.000 claims 1
- 239000012442 inert solvent Substances 0.000 claims 1
- TVMXDCGIABBOFY-UHFFFAOYSA-N n-Octanol Natural products CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 claims 1
- RGSFGYAAUTVSQA-UHFFFAOYSA-N pentamethylene Natural products C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 claims 1
- 125000004817 pentamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 claims 1
- YWAKXRMUMFPDSH-UHFFFAOYSA-N propyl ethylene Natural products CCCC=C YWAKXRMUMFPDSH-UHFFFAOYSA-N 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D501/00—Heterocyclic compounds containing 5-thia-1-azabicyclo [4.2.0] octane ring systems, i.e. compounds containing a ring system of the formula:, e.g. cephalosporins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring
- C07D501/02—Preparation
- C07D501/08—Preparation by forming the ring or condensed ring systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D501/00—Heterocyclic compounds containing 5-thia-1-azabicyclo [4.2.0] octane ring systems, i.e. compounds containing a ring system of the formula:, e.g. cephalosporins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring
- C07D501/14—Compounds having a nitrogen atom directly attached in position 7
- C07D501/16—Compounds having a nitrogen atom directly attached in position 7 with a double bond between positions 2 and 3
- C07D501/20—7-Acylaminocephalosporanic or substituted 7-acylaminocephalosporanic acids in which the acyl radicals are derived from carboxylic acids
- C07D501/22—7-Acylaminocephalosporanic or substituted 7-acylaminocephalosporanic acids in which the acyl radicals are derived from carboxylic acids with radicals containing only hydrogen and carbon atoms, attached in position 3
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Molecular Biology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Biotechnology (AREA)
- Health & Medical Sciences (AREA)
- Cephalosporin Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Diaphragms For Electromechanical Transducers (AREA)
- Magnetic Record Carriers (AREA)
- Investigating Or Analysing Biological Materials (AREA)
Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (10)
- 약 -15℃내지 약 4℃의 온도에서 실질적으로 무수조건하, 불활성 용매중의 하기 일반식(2)의 4-클로로설피닐아제티딘-2-온의 용액에 상기 아제티디논 몰당 옥소화합물 약 1내지 약 2.0몰 존재하에 상기 아제티디논 몰당 염화 주석 약 1.5 내지 약 3몰을 첨가하고; 형성된 착물을 분리하며; 상기 착물을 분해시킴을 포함하는 하기 일반식(1)의 3-엑소메틸렌세팜설폭사이드 에스테르의 제조방법에 있어서, C2내지C10올레핀, C5내지C10시클릭올레핀, C5내지 C10비공액 디올레핀, C3내지 C10알렌 및 C6내지 C10비공액 시클릭디엔의 그룹으로부터 선택된 불포화 화합물의 존재하에 염화주석 및 상기 옥소화합물의 첨가를 수행함을 특징으로 하는 개선된 하기 일반식(1)의 3-엑소메틸렌세팜 설폭사이드 에스테르의 제조방법:상기식에서, R은 카복실산의 잔기이고, R1은 카복실산 보호그룹이다.
- 제1항에 있어서, 상기 불포화 화합물이 비공액 C5내지 C10알카디엔인 방법.
- 제1항 또는 제2항에 있어서, 상기 불포화 화합물이 C3내지 C10알렌인 방법.
- 제1항 내지 제3항중 어느 한 항에 있어서, 상기 불포화 화합물이 C5내지 C10시클로알켄인 방법.
- 제4항에 있어서, 상기 시클로알켄이 시클로펜텐 또는 시클로헥센인 방법.
- 제1항 내지 제5항중 어느 한 항에 있어서, 상기 불포화 화합물이 C2내지 C10알켄인 방법.
- 제6항에 있어서, 상기 알켄이 C5내지 C8알켄인 방법.
- 제6항 또는 제7항에 있어서, 상기 알켄이 직쇄 또는 측쇄 알켄인 방법.
- 제6항 내지 제8항중 어느 한 항에 있어서, 상기 알켄이 1-펜텐, 1-헥센, 2-헥센, 1-헵텐 또는 1-옥텐인 방법.
- 제1항 내지 제9항중 어느 한 항에 있어서, 상기 불포화 화합물이 4-클로로설피닐아제티디논 몰당 불포화 화합물이 약 1몰 내지 약 2몰에 상응하는 양으로 존재하는 방법.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US07/353,128 US4950753A (en) | 1989-05-17 | 1989-05-17 | Process for 3-exomethylenecepham sulfoxide esters |
| US07/353,128 | 1989-05-17 | ||
| US7/353,128 | 1989-05-17 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| KR900018116A true KR900018116A (ko) | 1990-12-20 |
| KR0142871B1 KR0142871B1 (ko) | 1998-07-15 |
Family
ID=23387877
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1019900006990A KR0142871B1 (ko) | 1989-05-17 | 1990-05-16 | 3-엑소메틸렌세팜 설폭사이드 에스테르의 제조방법 |
Country Status (21)
| Country | Link |
|---|---|
| US (1) | US4950753A (ko) |
| EP (1) | EP0398670B1 (ko) |
| JP (1) | JP2951362B2 (ko) |
| KR (1) | KR0142871B1 (ko) |
| CN (1) | CN1025336C (ko) |
| AT (1) | ATE159723T1 (ko) |
| AU (1) | AU623771B2 (ko) |
| CA (1) | CA2016513C (ko) |
| DE (1) | DE69031637T2 (ko) |
| DK (1) | DK0398670T3 (ko) |
| ES (1) | ES2108687T3 (ko) |
| FI (1) | FI902417A0 (ko) |
| GR (1) | GR3025674T3 (ko) |
| HU (1) | HU208140B (ko) |
| IL (1) | IL94356A (ko) |
| MX (1) | MX166049B (ko) |
| NZ (1) | NZ233656A (ko) |
| PH (1) | PH26784A (ko) |
| PT (1) | PT94015A (ko) |
| RU (1) | RU1833389C (ko) |
| ZA (1) | ZA903587B (ko) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5159071A (en) * | 1990-09-06 | 1992-10-27 | Ranbaxy Laboratories Limited | Process for the manufacture of 7-amino-3-exomethylene-3-cepham-4-carboxylic acid ester |
| US5126446A (en) * | 1991-01-04 | 1992-06-30 | Eli Lilly And Company | Process for 3-exomethylenecepham sulfoxide esters |
| US5350845A (en) * | 1992-04-08 | 1994-09-27 | Eli Lilly And Company | Process for preparing 7-substituted-amino-3-hydroxy-3-cephem-4-protected carboxy-sulfoxide esters |
| US5604222A (en) * | 1993-12-27 | 1997-02-18 | Lupin Laboratories, Ltd. | Method for the preparation of 2-chloro sulfinyl azetidinones |
| DE4418401C1 (de) * | 1994-05-26 | 1995-06-01 | Heraeus Quarzglas | Verfahren und Vorrichtung zur Herstellung von Platten aus Quarzglas |
| US5578721A (en) * | 1994-07-11 | 1996-11-26 | Lupin Laboratories Limited | Process for preparation of 3-exomethylene cepham sulfoxide esters |
| WO2012103156A1 (en) | 2011-01-25 | 2012-08-02 | Amyris, Inc. | Surfactants |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4052387A (en) * | 1974-12-24 | 1977-10-04 | Eli Lilly And Company | Method of preparation of 3-methylenecephams |
| US4289695A (en) | 1978-11-13 | 1981-09-15 | Eli Lilly And Company | Process for preparing 2-chlorosulfinylazetidinones |
| US4190724A (en) * | 1978-11-13 | 1980-02-26 | Eli Lilly And Company | Process for 3-exomethylenecepham sulfoxides |
| AU619754B2 (en) * | 1987-06-01 | 1992-02-06 | Master Medical Corporation | Flow control device for administration of intravenous fluids |
-
1989
- 1989-05-17 US US07/353,128 patent/US4950753A/en not_active Expired - Lifetime
-
1990
- 1990-05-10 ZA ZA903587A patent/ZA903587B/xx unknown
- 1990-05-10 CA CA002016513A patent/CA2016513C/en not_active Expired - Fee Related
- 1990-05-10 IL IL9435690A patent/IL94356A/en not_active IP Right Cessation
- 1990-05-11 PH PH40508A patent/PH26784A/en unknown
- 1990-05-11 NZ NZ233656A patent/NZ233656A/en unknown
- 1990-05-11 PT PT94015A patent/PT94015A/pt not_active Application Discontinuation
- 1990-05-14 MX MX020691A patent/MX166049B/es unknown
- 1990-05-15 AU AU55064/90A patent/AU623771B2/en not_active Ceased
- 1990-05-15 CN CN90103651A patent/CN1025336C/zh not_active Expired - Fee Related
- 1990-05-15 FI FI902417A patent/FI902417A0/fi not_active Application Discontinuation
- 1990-05-16 EP EP90305254A patent/EP0398670B1/en not_active Expired - Lifetime
- 1990-05-16 AT AT90305254T patent/ATE159723T1/de not_active IP Right Cessation
- 1990-05-16 KR KR1019900006990A patent/KR0142871B1/ko not_active IP Right Cessation
- 1990-05-16 DE DE69031637T patent/DE69031637T2/de not_active Expired - Fee Related
- 1990-05-16 ES ES90305254T patent/ES2108687T3/es not_active Expired - Lifetime
- 1990-05-16 RU SU904743891A patent/RU1833389C/ru active
- 1990-05-16 DK DK90305254.6T patent/DK0398670T3/da active
- 1990-05-16 JP JP2128070A patent/JP2951362B2/ja not_active Expired - Fee Related
- 1990-05-16 HU HU903058A patent/HU208140B/hu unknown
-
1997
- 1997-12-16 GR GR970403323T patent/GR3025674T3/el unknown
Also Published As
| Publication number | Publication date |
|---|---|
| CA2016513C (en) | 2000-11-21 |
| DE69031637T2 (de) | 1998-03-12 |
| AU623771B2 (en) | 1992-05-21 |
| CN1025336C (zh) | 1994-07-06 |
| ZA903587B (en) | 1992-01-29 |
| EP0398670B1 (en) | 1997-10-29 |
| EP0398670A3 (en) | 1992-03-18 |
| NZ233656A (en) | 1992-02-25 |
| ES2108687T3 (es) | 1998-01-01 |
| HUT57217A (en) | 1991-11-28 |
| PT94015A (pt) | 1991-01-08 |
| JP2951362B2 (ja) | 1999-09-20 |
| ATE159723T1 (de) | 1997-11-15 |
| CN1047294A (zh) | 1990-11-28 |
| DE69031637D1 (de) | 1997-12-04 |
| EP0398670A2 (en) | 1990-11-22 |
| CA2016513A1 (en) | 1990-11-17 |
| HU903058D0 (en) | 1990-09-28 |
| DK0398670T3 (da) | 1997-12-15 |
| IL94356A (en) | 1994-06-24 |
| IL94356A0 (en) | 1991-03-10 |
| MX166049B (es) | 1992-12-16 |
| AU5506490A (en) | 1990-11-22 |
| FI902417A0 (fi) | 1990-05-15 |
| KR0142871B1 (ko) | 1998-07-15 |
| PH26784A (en) | 1992-10-13 |
| US4950753A (en) | 1990-08-21 |
| HU208140B (en) | 1993-08-30 |
| JPH035485A (ja) | 1991-01-11 |
| RU1833389C (ru) | 1993-08-07 |
| GR3025674T3 (en) | 1998-03-31 |
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