AR097744A1 - Proceso para producir derivado de diazabiciclooctano y su intermediario - Google Patents
Proceso para producir derivado de diazabiciclooctano y su intermediarioInfo
- Publication number
- AR097744A1 AR097744A1 ARP140103525A ARP140103525A AR097744A1 AR 097744 A1 AR097744 A1 AR 097744A1 AR P140103525 A ARP140103525 A AR P140103525A AR P140103525 A ARP140103525 A AR P140103525A AR 097744 A1 AR097744 A1 AR 097744A1
- Authority
- AR
- Argentina
- Prior art keywords
- compound represented
- formula
- dione
- alkyl
- obn
- Prior art date
Links
- 238000000034 method Methods 0.000 title abstract 3
- 150000001875 compounds Chemical class 0.000 abstract 8
- -1 2,5-dioxopyrrolidin-1-yl Chemical group 0.000 abstract 4
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 3
- 125000000051 benzyloxy group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])O* 0.000 abstract 3
- 125000006239 protecting group Chemical group 0.000 abstract 3
- 125000003341 7 membered heterocyclic group Chemical group 0.000 abstract 2
- 125000000623 heterocyclic group Chemical group 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 2
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 abstract 1
- NFDXQGNDWIPXQL-UHFFFAOYSA-N 1-cyclooctyldiazocane Chemical class C1CCCCCCC1N1NCCCCCC1 NFDXQGNDWIPXQL-UHFFFAOYSA-N 0.000 abstract 1
- DBWVTDFTWIVIQA-UHFFFAOYSA-N 2-hydroxy-3a,4,5,6,7,7a-hexahydroisoindole-1,3-dione Chemical compound C1CCCC2C(=O)N(O)C(=O)C21 DBWVTDFTWIVIQA-UHFFFAOYSA-N 0.000 abstract 1
- GNJKALOITRXADZ-UHFFFAOYSA-N 2-hydroxy-3a,4,7,7a-tetrahydroisoindole-1,3-dione Chemical compound C1C=CCC2C(=O)N(O)C(=O)C21 GNJKALOITRXADZ-UHFFFAOYSA-N 0.000 abstract 1
- NQTADLQHYWFPDB-UHFFFAOYSA-N N-Hydroxysuccinimide Chemical compound ON1C(=O)CCC1=O NQTADLQHYWFPDB-UHFFFAOYSA-N 0.000 abstract 1
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 230000006315 carbonylation Effects 0.000 abstract 1
- 238000005810 carbonylation reaction Methods 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- HCUYBXPSSCRKRF-UHFFFAOYSA-N diphosgene Chemical compound ClC(=O)OC(Cl)(Cl)Cl HCUYBXPSSCRKRF-UHFFFAOYSA-N 0.000 abstract 1
- 125000006517 heterocyclyl carbonyl group Chemical group 0.000 abstract 1
- ZUSSTQCWRDLYJA-UHFFFAOYSA-N n-hydroxy-5-norbornene-2,3-dicarboximide Chemical compound C1=CC2CC1C1C2C(=O)N(O)C1=O ZUSSTQCWRDLYJA-UHFFFAOYSA-N 0.000 abstract 1
- 238000006798 ring closing metathesis reaction Methods 0.000 abstract 1
- 125000005931 tert-butyloxycarbonyl group Chemical group [H]C([H])([H])C(OC(*)=O)(C([H])([H])[H])C([H])([H])[H] 0.000 abstract 1
- UCPYLLCMEDAXFR-UHFFFAOYSA-N triphosgene Chemical compound ClC(Cl)(Cl)OC(=O)OC(Cl)(Cl)Cl UCPYLLCMEDAXFR-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- 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
- C07D211/36—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 hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D211/60—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/08—Bridged systems
-
- 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
Abstract
La presente proporciona un proceso para producir un derivado de diazabiciclooctano. Reivindicación 1: Un proceso para producir un compuesto representado por la fórmula (4), caracterizado porque comprende: hacer reaccionar un compuesto representado por la fórmula (1) con R¹OH seleccionado de 1-hidroxipirrolidin-2,5-diona, 2-hidroxi-3a,4,7,7a-tetrahidro-1H-isoindol-1,3(2H)-diona, 2-hidroxihexahidro-1H-isoindol-1,3(2H)-diona y 4-hidroxi-4-azatriciclo[5,2,1,02,6]dec-8-en-3,5-diona permitiendo luego que un agente de carbonilación seleccionado de fosgeno, difosgeno y trifosgeno actúe para obtener un compuesto representado por la fórmula (2) eliminando un grupo protector P y tratándolo con una base para obtener un compuesto representado por la fórmula (3) y haciendo reaccionar con el compuesto: R³ONH₂ para producir el compuesto representado por la fórmula general (4) (en las fórmulas antes mencionadas (1), (2), (3) y (4), OBn es benciloxi; P es un grupo protector NH capaz de ser removido con ácido; R¹ es 2,5-dioxopirrolidin-1-ilo, 1,3-dioxo-3a,4,7,7a-tetrahidro-1H-isoindol-2(3H)-ilo, 1,3-dioxohexahidro-1H-isoindol-2(3H)-ilo o 3,5-dioxo-4-azatriciclo[5,2,1,02,6]dec-8-en-4-ilo; R² es hidrógeno, ClCO⁻ o Cl₃COCO⁻; y R³ es alquilo C₁₋₆ o heterociclilo o forma un anillo heterocíclico de 3 a 7 miembros junto con el -O-NH- adyacente; R³ se puede modificar con 0 a 5 R⁴, y R⁴ se pueden sustituir consecutivamente; R⁴ es alquilo C₁₋₆, alcoxi C₁₋₆, alquil C₁₋₆-sulfonilo, heterociclilo, heterociclilcarbonilo, R⁵(R⁶)N- o un grupo protector; aquí, R⁵ y R⁶ son cada uno, de modo independiente, hidrógeno o alquilo C₁₋₆ o forman juntos un anillo heterocíclico de 3 a 7 miembros; por otra parte, R³, R⁵ y R⁶ se pueden someter a cierre del anillo en una posición arbitraria). Reivindicación 18: Un compuesto representado por la fórmula (5) (caracterizado porque OBn es benciloxi). Reivindicación 21: Un compuesto representado por la fórmula (6) (caracterizado porque Boc es ter-butoxicarbonilo y OBn es benciloxi).
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2013197110 | 2013-09-24 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AR097744A1 true AR097744A1 (es) | 2016-04-13 |
Family
ID=52743343
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ARP140103525A AR097744A1 (es) | 2013-09-24 | 2014-09-24 | Proceso para producir derivado de diazabiciclooctano y su intermediario |
Country Status (22)
| Country | Link |
|---|---|
| US (2) | US10000491B2 (es) |
| EP (1) | EP3050883B1 (es) |
| JP (1) | JP6453222B2 (es) |
| KR (1) | KR102239725B1 (es) |
| CN (2) | CN107501264A (es) |
| AR (1) | AR097744A1 (es) |
| AU (1) | AU2014324302B2 (es) |
| BR (1) | BR112016006246B1 (es) |
| CA (1) | CA2924953C (es) |
| DK (1) | DK3050883T3 (es) |
| ES (1) | ES2793201T3 (es) |
| HK (2) | HK1244487A1 (es) |
| HU (1) | HUE049027T2 (es) |
| IL (1) | IL244740B (es) |
| MX (1) | MX367578B (es) |
| MY (2) | MY176278A (es) |
| NZ (1) | NZ718009A (es) |
| RU (1) | RU2719480C2 (es) |
| SG (1) | SG11201602256UA (es) |
| TW (1) | TWI644908B (es) |
| WO (1) | WO2015046207A1 (es) |
| ZA (1) | ZA201602053B (es) |
Families Citing this family (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2693898C2 (ru) | 2012-05-30 | 2019-07-05 | Мейдзи Сейка Фарма Ко., Лтд. | НОВЫЙ ИНГИБИТОР бета-ЛАКТАМАЗЫ И СПОСОБ ЕГО ПОЛУЧЕНИЯ |
| NZ718009A (en) | 2013-09-24 | 2018-03-23 | Meiji Seika Pharma Co Ltd | Process for producing diazabicyclooctane derivative and intermediate thereof |
| HUE051925T2 (hu) | 2013-10-08 | 2021-04-28 | Meiji Seika Pharma Co Ltd | Dizabiciklooktán származék kristályai és diazabiciklooktán származék kristályainak elõállítási eljárása |
| KR102555657B1 (ko) * | 2014-12-05 | 2023-07-18 | 메이지 세이카 파루마 가부시키가이샤 | 디아자비시클로옥탄 유도체의 결정 및 안정된 동결 건조 제제의 제조법 |
| CA2944306C (en) | 2015-10-30 | 2023-11-14 | The Toronto-Dominion Bank | Validating encrypted data from a multi-layer token |
| US11216808B2 (en) | 2015-11-04 | 2022-01-04 | The Toronto-Dominion Bank | Token-based system for excising data from databases |
| JP2020011901A (ja) * | 2016-10-20 | 2020-01-23 | 協和キリン株式会社 | ピロリジン化合物の製造方法 |
| CN106699756B (zh) * | 2016-12-30 | 2019-10-29 | 淄博鑫泉医药技术服务有限公司 | β内酰胺酶抑制剂阿维巴坦的合成方法 |
| EP3687992A1 (en) | 2017-09-27 | 2020-08-05 | Meiji Seika Pharma Co., Ltd. | Crystalline forms of diazabicyclooctane derivatives and production process thereof |
| KR20200091394A (ko) | 2017-09-27 | 2020-07-30 | 페도라 파마슈티칼스 인코포레이티드 | 디아자비시클로옥탄 유도체의 약제학적 형태 및 그의 제조방법 |
| CA3076955A1 (en) | 2017-09-27 | 2019-04-04 | Fedora Pharmaceuticals Inc. | Pharmaceutical forms of diazabicyclooctane derivatives and process for producing the same |
| CN109678856B (zh) * | 2017-10-18 | 2020-09-25 | 新发药业有限公司 | 一种阿维巴坦中间体的制备方法 |
| CN111373033A (zh) | 2017-11-23 | 2020-07-03 | 豪夫迈·罗氏有限公司 | 脯氨酸羟化酶及其相关用途、方法和产品 |
| WO2021038403A1 (en) | 2019-08-30 | 2021-03-04 | DePuy Synthes Products, Inc. | Electrical device for monitoring, prevention, and treatment of implant infections |
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| JPS5038509B1 (es) | 1970-10-21 | 1975-12-10 | ||
| JPS538509A (en) | 1976-07-13 | 1978-01-26 | Toshiba Corp | Impedance matching system for data transmission circuit |
| JPS6019759B2 (ja) | 1977-11-24 | 1985-05-17 | イ−ライ・リリ−・アンド・カンパニ− | 非経口投予用１１１１５１５２１３９１９９東京都中央区京橋２丁目３番１３号 |
| GB1589317A (en) | 1977-11-24 | 1981-05-13 | Lilly Co Eli | Freeze drying cephalothin sodium |
| JPS60255723A (ja) | 1984-05-31 | 1985-12-17 | Ono Pharmaceut Co Ltd | メシル酸ガベキサートの結晶性凍結乾燥製剤及びその製造方法 |
| JPH07117533B2 (ja) | 1985-08-28 | 1995-12-18 | 株式会社生体科学研究所 | トランスフエリンおよびその用途 |
| US20030220521A1 (en) | 1989-07-27 | 2003-11-27 | G.D. Searle & Co. | Renal-selective prodrugs for control of renal sympathetic nerve activity in the treatment of hypertension |
| TW264475B (es) | 1991-09-20 | 1995-12-01 | Takeda Pharm Industry Co Ltd | |
| WO1995018129A1 (en) * | 1993-12-29 | 1995-07-06 | Pfizer Inc. | Diazabicyclic neurokinin antagonists |
| CN1048248C (zh) | 1994-05-02 | 2000-01-12 | 盐野义制药株式会社 | 吡咯烷基硫基碳代青霉烯衍生物的结晶、含该结晶的冷冻干燥制剂及其制造方法 |
| JP2843444B2 (ja) | 1994-05-02 | 1999-01-06 | 塩野義製薬株式会社 | ピロリジルチオカルバペネム誘導体の結晶，該結晶を含む凍結乾燥製剤，およびその製造方法 |
| FR2812635B1 (fr) | 2000-08-01 | 2002-10-11 | Aventis Pharma Sa | Nouveaux composes heterocycliques, preparation et utilisation comme medicaments notamment comme anti- bacteriens |
| FR2815420B1 (fr) | 2000-10-16 | 2003-05-16 | Cit Alcatel | Compensation de la dispersion chromatique dans un systeme de transmission a fibre optique, et fibre de compensation |
| FR2825705B1 (fr) | 2001-06-08 | 2005-05-20 | Aventis Pharma Sa | Nouveaux composes heterocycliques, leur preparation et leur utilisation comme medicaments, notamment comme anti-bacteriens |
| FR2835186B1 (fr) | 2002-01-28 | 2006-10-20 | Aventis Pharma Sa | Nouveaux composes heterocycliques, actifs comme inhibiteurs de beta-lactamases |
| FR2921060B1 (fr) | 2007-09-14 | 2012-06-15 | Novexel | Nouveau procede de preparation d'une piperidine disubsituee et nouveaux intermediaires |
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| FR2930553B1 (fr) | 2008-04-29 | 2010-05-21 | Novexel | Composes azabicycliques, leur preparation et leur utilisation comme medicaments, notamment inhibiteurs de beta-lactamases |
| FR2936798B1 (fr) | 2008-10-03 | 2012-09-28 | Novexel | Nouveaux composes heterocycliques azotes, leur preparation et leur utilisation comme medicaments antibacteriens. |
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| FR2951171A1 (fr) | 2009-10-09 | 2011-04-15 | Novexel | Nouveau sel de sodium d'un compose azabicyclique sous forme enantiomere cristallisee et nouvelles formes polymorphes et pseudopolymorphes ainsi que leur preparation |
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| US8772490B2 (en) | 2010-12-22 | 2014-07-08 | Meiji Seika Pharma Co., Ltd. | Optically active diazabicyclooctane derivatives and process for preparing the same |
| WO2012172368A1 (en) | 2011-06-17 | 2012-12-20 | Astrazeneca Ab | Process for preparing heterocyclic compounds including trans-7-oxo-6-(sulphooxy)-1,6-diazabicyclo[3,2,1]octane-2-carboxamide and salts thereof |
| PL2748165T3 (pl) | 2011-08-27 | 2017-05-31 | Wockhardt Limited | Pochodne 1,6-diazabicyklo[3,2,1]oktan-7-onu i ich zastosowanie w leczeniu zakażeń bakteryjnych |
| EP2872510B1 (en) | 2011-08-30 | 2016-11-23 | Wockhardt Limited | 1,6-diazabicyclo[3,2,1]octan-7-one derivatives and their use in the treatment of bacterial infections |
| MX349827B (es) | 2011-09-13 | 2017-08-14 | Wockhardt Ltd | Compuestos que contienen nitrogeno y su uso. |
| US9505761B2 (en) | 2011-12-02 | 2016-11-29 | Fedora Pharmaceuticals Inc. | Bicyclic compounds and their use as antibacterial agents and beta-lactamase inhibitors |
| US8796257B2 (en) | 2011-12-02 | 2014-08-05 | Naeja Pharmaceutical Inc. | Bicyclic compounds and their use as antibacterial agents and β-lactamase inhibitors |
| RU2693898C2 (ru) | 2012-05-30 | 2019-07-05 | Мейдзи Сейка Фарма Ко., Лтд. | НОВЫЙ ИНГИБИТОР бета-ЛАКТАМАЗЫ И СПОСОБ ЕГО ПОЛУЧЕНИЯ |
| NZ718009A (en) | 2013-09-24 | 2018-03-23 | Meiji Seika Pharma Co Ltd | Process for producing diazabicyclooctane derivative and intermediate thereof |
| HUE051925T2 (hu) | 2013-10-08 | 2021-04-28 | Meiji Seika Pharma Co Ltd | Dizabiciklooktán származék kristályai és diazabiciklooktán származék kristályainak elõállítási eljárása |
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2014
- 2014-09-24 NZ NZ718009A patent/NZ718009A/en unknown
- 2014-09-24 US US15/023,976 patent/US10000491B2/en active Active
- 2014-09-24 MY MYPI2016700980A patent/MY176278A/en unknown
- 2014-09-24 TW TW103132937A patent/TWI644908B/zh active
- 2014-09-24 CA CA2924953A patent/CA2924953C/en active Active
- 2014-09-24 AU AU2014324302A patent/AU2014324302B2/en active Active
- 2014-09-24 ES ES14847854T patent/ES2793201T3/es active Active
- 2014-09-24 RU RU2016115767A patent/RU2719480C2/ru active
- 2014-09-24 SG SG11201602256UA patent/SG11201602256UA/en unknown
- 2014-09-24 JP JP2015539238A patent/JP6453222B2/ja active Active
- 2014-09-24 CN CN201710665418.8A patent/CN107501264A/zh active Pending
- 2014-09-24 BR BR112016006246-9A patent/BR112016006246B1/pt active IP Right Grant
- 2014-09-24 MX MX2016003867A patent/MX367578B/es active IP Right Grant
- 2014-09-24 KR KR1020167009769A patent/KR102239725B1/ko active IP Right Grant
- 2014-09-24 EP EP14847854.8A patent/EP3050883B1/en active Active
- 2014-09-24 MY MYPI2019004461A patent/MY193210A/en unknown
- 2014-09-24 WO PCT/JP2014/075203 patent/WO2015046207A1/ja active Application Filing
- 2014-09-24 AR ARP140103525A patent/AR097744A1/es active IP Right Grant
- 2014-09-24 HU HUE14847854A patent/HUE049027T2/hu unknown
- 2014-09-24 CN CN201480052097.9A patent/CN105555787B/zh active Active
- 2014-09-24 DK DK14847854.8T patent/DK3050883T3/da active
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2016
- 2016-03-23 IL IL244740A patent/IL244740B/en active IP Right Grant
- 2016-03-29 ZA ZA2016/02053A patent/ZA201602053B/en unknown
- 2016-06-24 HK HK18103950.2A patent/HK1244487A1/zh unknown
- 2016-06-24 HK HK16107390.3A patent/HK1219473A1/zh unknown
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2017
- 2017-06-05 US US15/613,620 patent/US10000492B2/en active Active
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