ES2054626T3 - Derivados de 2-azetidinona sustituidos en las posiciones 3,4 y procedimientos para su preparacion. - Google Patents
Derivados de 2-azetidinona sustituidos en las posiciones 3,4 y procedimientos para su preparacion.Info
- Publication number
- ES2054626T3 ES2054626T3 ES87103715T ES87103715T ES2054626T3 ES 2054626 T3 ES2054626 T3 ES 2054626T3 ES 87103715 T ES87103715 T ES 87103715T ES 87103715 T ES87103715 T ES 87103715T ES 2054626 T3 ES2054626 T3 ES 2054626T3
- Authority
- ES
- Spain
- Prior art keywords
- formula
- alkyl
- salts
- compound
- defined above
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- MNFORVFSTILPAW-UHFFFAOYSA-N azetidin-2-one Chemical class O=C1CCN1 MNFORVFSTILPAW-UHFFFAOYSA-N 0.000 title abstract 2
- 238000000034 method Methods 0.000 title abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 7
- 150000003839 salts Chemical class 0.000 abstract 7
- 125000006239 protecting group Chemical group 0.000 abstract 4
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 3
- 125000001841 imino group Chemical group [H]N=* 0.000 abstract 3
- -1 2-thioxothiazolidin-3-yl Chemical group 0.000 abstract 1
- 125000002252 acyl group Chemical group 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
- C07D417/06—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D205/00—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom
- C07D205/02—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings
- C07D205/06—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D205/08—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with one oxygen atom directly attached in position 2, e.g. beta-lactams
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/18—Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
- C07F7/1804—Compounds having Si-O-C linkages
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Cephalosporin Compounds (AREA)
Abstract
Un procedimiento para la preparación de derivados disustituidos en las posiciones 3,4 de la 2 -azetidinona de fórmula **fórmula** en la que: R1 es hidrógeno o un grupo protector del grupo imino, R2 es hidroxi-alquilo C1-C6 o hidroxi protegido-alquilo C1-C6, R3 es alquilo C1-C6, y R4 es 1-alquilo C1-C6-1-hidroxi-alquilo C2-C6, 1-alquilo C1-C6-1- hidroxi protegido - alquilo C2-C6 o 2-tioxotiazolidin-3-ilo, y sales de los mismos, que comprende: (1) hacer reaccionar un compuesto de fórmula **fórmula** en la que cada R1 y R2 son como se han definido anteriormente y R5 es acilo, o sales del mismo, con un compuesto de fórmula R3-CH2-CO-R4 en la que cada R3 y R4 son como se han definido anteriormente, o con sales del mismo, en presencia de un agente enolizante para dar un compuesto de fórmula **fórmula** en la que cada R1, R2, R3 y R4 son como se han definido anteriormente, o sales del mismo; y (2) someter un compuesto de fórmula **fórmula** en la que R1, R2 y R3 son, cada uno, como se han definidoanteriormente, y R4 a es 1 - alquilo C1-C6 - 1 -hidroxi protegido - alquilo C2-C6, o sales del mismo, a una reacción de separación del grupo protector del grupo hidroxi en R4a para dar un compuesto de fórmula **fórmula** en la que cada R1, R2 y R3 son como se han definido anteriormente, y R 4 b es 1 - alquilo C1-C6-1 -hidroxi - alquilo C2-C6, o sales del mismo; y (3) introducir un grupo protector del grupo imino en un compuesto de fórmula en la que cada R 2 , R 3 y R 4 son como se han definido anteriormente, o en sales del mismo, para dar un compuesto de fórmula **fórmula** en la que cada R2, R3 y R4 son como se han definido anteriormente y R 1 a es un grupo protector del grupo imino.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB868607921A GB8607921D0 (en) | 1986-04-01 | 1986-04-01 | 3,4-disubstituted-2-azetidinone derivatives |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2054626T3 true ES2054626T3 (es) | 1994-08-16 |
Family
ID=10595476
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES87103715T Expired - Lifetime ES2054626T3 (es) | 1986-04-01 | 1987-03-14 | Derivados de 2-azetidinona sustituidos en las posiciones 3,4 y procedimientos para su preparacion. |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US5075437A (es) |
| EP (1) | EP0239853B1 (es) |
| JP (1) | JPS62246550A (es) |
| AT (1) | ATE89561T1 (es) |
| DE (1) | DE3785878T2 (es) |
| ES (1) | ES2054626T3 (es) |
| GB (1) | GB8607921D0 (es) |
Families Citing this family (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2596979B2 (ja) * | 1988-06-27 | 1997-04-02 | 三共株式会社 | アゼチジノン誘導体の製造法 |
| EP0364033A3 (en) * | 1988-10-12 | 1991-10-09 | Merck & Co. Inc. | Stereoselective process for producing 1-beta-methylcarbapenem antibiotic intermediates |
| CZ285778B6 (cs) | 1989-09-08 | 1999-11-17 | Glaxo S.P.A. | Kyselina 10-(1-hydroxyethyl)-11-oxo-1-azatricyklo/7,2,0,03,8/-undec-2en-2-karboxylová a její deriváty, způsob jejich výroby, použití pro výrobu farmaceutických prostředků a farmaceutické prostředky s jejich obsahem |
| GB9015485D0 (en) * | 1990-07-13 | 1990-08-29 | Glaxo Spa | Heterocyclic derivatives |
| GB9103034D0 (en) * | 1991-02-13 | 1991-03-27 | Fujisawa Pharmaceutical Co | Processes for preparing carbapenem derivatives |
| US5631363A (en) * | 1992-11-13 | 1997-05-20 | Tanabe Seiyaku Co., Ltd. | Azetidinone compound and process for preparation thereof |
| US5442055A (en) * | 1992-11-13 | 1995-08-15 | Tanabe Seiyaku Co., Ltd. | Azetidinone compound and process for preparation thereof |
| US6011150A (en) * | 1992-11-13 | 2000-01-04 | Tanabe Seiyaku Co., Ltd. | Azetidinone compound and process for preparation thereof |
| ATE242211T1 (de) * | 1993-02-12 | 2003-06-15 | Daiichi Suntory Pharma Co Ltd | Verfahren zur synthese von 4-substituierten azetidinon-derivaten |
| US5550229A (en) * | 1993-06-23 | 1996-08-27 | Tanabe Seiyaku Co., Ltd. | Alkylation process for preparing azetidinone compound and starting compound therefor |
| JP3450193B2 (ja) * | 1998-07-24 | 2003-09-22 | 高砂香料工業株式会社 | ４−置換アゼチジノン誘導体の製造方法 |
| CA2732619A1 (en) * | 2008-07-30 | 2010-02-04 | Ranbaxy Laboratories Limited | Process for the preparation of carbapenem compounds |
| WO2011048583A1 (en) | 2009-10-23 | 2011-04-28 | Ranbaxy Laboratories Limited | Process for the preparation of carbapenem compounds |
| CN102093407B (zh) * | 2011-01-26 | 2013-02-13 | 浙江新东港药业股份有限公司 | 碳青霉烯类抗生素中间体的制备方法 |
| US10695322B2 (en) | 2016-01-29 | 2020-06-30 | The Johns Hopkins University | Inhibitors of bacterial growth |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA1179675A (en) * | 1981-01-30 | 1984-12-18 | Erwin Gotschi | 7-oxo-1-azabicyclo ¬3,2,0| heptene-2-derivatives |
| US4725594A (en) * | 1984-12-13 | 1988-02-16 | Merck & Co., Inc. | Carbapenems having an internally or externally alkylated mono- or bicyclic 2-quaternary heteroarylalxyl heteromethyl substituent |
| EP0184844A1 (en) * | 1984-12-13 | 1986-06-18 | Merck & Co. Inc. | 1-Methylcarbapenems having a 2-position substituent joined through an alkylenethio bridge |
| CA1276156C (en) * | 1985-03-29 | 1990-11-13 | Thomas N. Salzmann | Enantioselective process for producing 1-beta- methylcarbapenem antibiotic intermediates |
| JPS61275267A (ja) * | 1985-03-29 | 1986-12-05 | メルク エンド カムパニ− インコ−ポレ−テツド | １−β−メチルカルバペネム抗生物質中間体の鏡像異性選択的製造方法 |
| CA1282415C (en) * | 1985-08-31 | 1991-04-02 | Yasuhiro Kuramoto | Azetidin-2-on derivatives and process for production thereof |
| JPS62158277A (ja) * | 1986-01-07 | 1987-07-14 | Sumitomo Pharmaceut Co Ltd | β−ラクタム誘導体 |
-
1986
- 1986-04-01 GB GB868607921A patent/GB8607921D0/en active Pending
-
1987
- 1987-03-14 AT AT87103715T patent/ATE89561T1/de not_active IP Right Cessation
- 1987-03-14 DE DE8787103715T patent/DE3785878T2/de not_active Expired - Fee Related
- 1987-03-14 EP EP87103715A patent/EP0239853B1/en not_active Expired - Lifetime
- 1987-03-14 ES ES87103715T patent/ES2054626T3/es not_active Expired - Lifetime
- 1987-03-27 JP JP62075471A patent/JPS62246550A/ja active Pending
-
1990
- 1990-05-04 US US07/518,993 patent/US5075437A/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| GB8607921D0 (en) | 1986-05-08 |
| DE3785878D1 (de) | 1993-06-24 |
| ATE89561T1 (de) | 1993-06-15 |
| EP0239853B1 (en) | 1993-05-19 |
| US5075437A (en) | 1991-12-24 |
| EP0239853A1 (en) | 1987-10-07 |
| DE3785878T2 (de) | 1993-09-09 |
| JPS62246550A (ja) | 1987-10-27 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FG2A | Definitive protection |
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