KR102106310B1 - 벤질벤젠 소듐의존성 글루코스 공동수송체 2 (sglt2) 억제제의 제조 방법 - Google Patents
벤질벤젠 소듐의존성 글루코스 공동수송체 2 (sglt2) 억제제의 제조 방법 Download PDFInfo
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- KR102106310B1 KR102106310B1 KR1020147031540A KR20147031540A KR102106310B1 KR 102106310 B1 KR102106310 B1 KR 102106310B1 KR 1020147031540 A KR1020147031540 A KR 1020147031540A KR 20147031540 A KR20147031540 A KR 20147031540A KR 102106310 B1 KR102106310 B1 KR 102106310B1
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- 0 *[C@@]([C@]([C@@]1O)O)(c(cc2Cc3ccc(*)cc3)ccc2Cl)O[C@](CO)[C@]1O Chemical compound *[C@@]([C@]([C@@]1O)O)(c(cc2Cc3ccc(*)cc3)ccc2Cl)O[C@](CO)[C@]1O 0.000 description 5
- CTYLJKCSPCSNKD-UHFFFAOYSA-N Clc(c(Cc(cc1)ccc1OCCOC1CC1)c1)ccc1I Chemical compound Clc(c(Cc(cc1)ccc1OCCOC1CC1)c1)ccc1I CTYLJKCSPCSNKD-UHFFFAOYSA-N 0.000 description 2
- GNKHCWREJRNGTB-WJMWBRGCSA-N CCOc1ccc(Cc2cc([C@@H]([C@@H]3O)O[C@H](CO)C[C@@H]3O)ccc2Cl)cc1 Chemical compound CCOc1ccc(Cc2cc([C@@H]([C@@H]3O)O[C@H](CO)C[C@@H]3O)ccc2Cl)cc1 GNKHCWREJRNGTB-WJMWBRGCSA-N 0.000 description 1
- JNBBFHQOWISHDA-RCZSKKKRSA-N CCOc1ccc(Cc2cc([C@](C3)(OC)O[C@H](CO)C[C@@H]3O)ccc2Cl)cc1 Chemical compound CCOc1ccc(Cc2cc([C@](C3)(OC)O[C@H](CO)C[C@@H]3O)ccc2Cl)cc1 JNBBFHQOWISHDA-RCZSKKKRSA-N 0.000 description 1
- IHRQHROWJZEVTG-FXEBRQMJSA-N COC([C@@H]1O)(c(cc2Cc(cc3)ccc3OCCOC3CC3)ccc2Cl)O[C@H](CO)C[C@@H]1O Chemical compound COC([C@@H]1O)(c(cc2Cc(cc3)ccc3OCCOC3CC3)ccc2Cl)O[C@H](CO)C[C@@H]1O IHRQHROWJZEVTG-FXEBRQMJSA-N 0.000 description 1
- UNPIZMZNZFQEDB-UHFFFAOYSA-N Cc(cc1Cc(cc2)ccc2OCCO)ccc1N Chemical compound Cc(cc1Cc(cc2)ccc2OCCO)ccc1N UNPIZMZNZFQEDB-UHFFFAOYSA-N 0.000 description 1
- ZKCHXDGUCIFRFK-UHFFFAOYSA-N OCc(cc(cc1)I)c1Cl Chemical compound OCc(cc(cc1)I)c1Cl ZKCHXDGUCIFRFK-UHFFFAOYSA-N 0.000 description 1
- KYERPXJVHWYNIT-UHFFFAOYSA-N Oc1ccc(Cc2cc(I)ccc2Cl)cc1 Chemical compound Oc1ccc(Cc2cc(I)ccc2Cl)cc1 KYERPXJVHWYNIT-UHFFFAOYSA-N 0.000 description 1
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- C07H15/04—Acyclic radicals, not substituted by cyclic structures attached to an oxygen atom of the saccharide radical
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- A61P3/00—Drugs for disorders of the metabolism
- A61P3/08—Drugs for disorders of the metabolism for glucose homeostasis
- A61P3/10—Drugs for disorders of the metabolism for glucose homeostasis for hyperglycaemia, e.g. antidiabetics
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- C07C29/136—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH
- C07C29/147—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH of carboxylic acids or derivatives thereof
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- C07C37/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
- C07C37/01—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by replacing functional groups bound to a six-membered aromatic ring by hydroxy groups, e.g. by hydrolysis
- C07C37/055—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by replacing functional groups bound to a six-membered aromatic ring by hydroxy groups, e.g. by hydrolysis the substituted group being bound to oxygen, e.g. ether group
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- C07C37/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
- C07C37/11—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by reactions increasing the number of carbon atoms
- C07C37/16—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by reactions increasing the number of carbon atoms by condensation involving hydroxy groups of phenols or alcohols or the ether or mineral ester group derived therefrom
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
- C07C41/01—Preparation of ethers
- C07C41/16—Preparation of ethers by reaction of esters of mineral or organic acids with hydroxy or O-metal groups
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- C—CHEMISTRY; METALLURGY
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- C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
- C07C41/01—Preparation of ethers
- C07C41/18—Preparation of ethers by reactions not forming ether-oxygen bonds
- C07C41/30—Preparation of ethers by reactions not forming ether-oxygen bonds by increasing the number of carbon atoms, e.g. by oligomerisation
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- C07C43/00—Ethers; Compounds having groups, groups or groups
- C07C43/02—Ethers
- C07C43/20—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring
- C07C43/225—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring containing halogen
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- C07C43/02—Ethers
- C07C43/20—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring
- C07C43/23—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring containing hydroxy or O-metal groups
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- C07D309/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings
- C07D309/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
- C07D309/08—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings 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
- C07D309/10—Oxygen atoms
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- C07H23/00—Compounds containing boron, silicon or a metal, e.g. chelates or vitamin B12
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- C07C2601/00—Systems containing only non-condensed rings
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- C07C39/00—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring
- C07C39/12—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring polycyclic with no unsaturation outside the aromatic rings
- C07C39/15—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring polycyclic with no unsaturation outside the aromatic rings with all hydroxy groups on non-condensed rings, e.g. phenylphenol
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- C07H7/00—Compounds containing non-saccharide radicals linked to saccharide radicals by a carbon-to-carbon bond
- C07H7/04—Carbocyclic radicals
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- 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
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- Chemical Kinetics & Catalysis (AREA)
- General Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Diabetes (AREA)
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- General Chemical & Material Sciences (AREA)
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- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
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- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pyrane Compounds (AREA)
- Saccharide Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PCT/CN2012/073697 WO2013152476A1 (en) | 2012-04-10 | 2012-04-10 | Process for the preparation of benzylbenzene sglt2 inhibitors |
| CNPCT/CN2012/073697 | 2012-04-10 | ||
| PCT/CN2013/072642 WO2013152654A1 (en) | 2012-04-10 | 2013-03-14 | Process for preparation of benzylbenzene sodium-dependent glucose cotransporter 2 (sglt2) inhibitors |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| KR20150001811A KR20150001811A (ko) | 2015-01-06 |
| KR102106310B1 true KR102106310B1 (ko) | 2020-05-04 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1020147031540A Expired - Fee Related KR102106310B1 (ko) | 2012-04-10 | 2013-03-14 | 벤질벤젠 소듐의존성 글루코스 공동수송체 2 (sglt2) 억제제의 제조 방법 |
Country Status (17)
| Country | Link |
|---|---|
| US (2) | US9193751B2 (https=) |
| EP (1) | EP2836500A4 (https=) |
| JP (1) | JP6208745B2 (https=) |
| KR (1) | KR102106310B1 (https=) |
| AR (1) | AR090618A1 (https=) |
| AU (1) | AU2013247304B2 (https=) |
| BR (1) | BR112014025105B1 (https=) |
| CA (1) | CA2867057C (https=) |
| HK (1) | HK1207084A1 (https=) |
| IL (1) | IL234800B (https=) |
| MX (1) | MX353307B (https=) |
| NZ (1) | NZ630408A (https=) |
| RU (1) | RU2625795C2 (https=) |
| SG (1) | SG11201406434PA (https=) |
| TW (1) | TWI597289B (https=) |
| WO (2) | WO2013152476A1 (https=) |
| ZA (1) | ZA201406899B (https=) |
Families Citing this family (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2013152476A1 (en) | 2012-04-10 | 2013-10-17 | Theracos, Inc. | Process for the preparation of benzylbenzene sglt2 inhibitors |
| CN105611920B (zh) | 2013-10-12 | 2021-07-16 | 泰拉科斯萨普有限责任公司 | 羟基-二苯甲烷衍生物的制备 |
| US9902751B2 (en) | 2013-12-30 | 2018-02-27 | Mylan Laboratories Limited | Process for the preparation of empagliflozin |
| CN104529970A (zh) * | 2015-01-08 | 2015-04-22 | 江苏联环药业股份有限公司 | 制备达格列净的方法 |
| CN104478671B (zh) * | 2015-01-15 | 2016-03-09 | 佛山市赛维斯医药科技有限公司 | 一类双烷氧苯基丙二醇衍生物和用途 |
| CN104478674B (zh) * | 2015-01-15 | 2016-03-09 | 佛山市赛维斯医药科技有限公司 | 一类烷氧苯基丙二醇衍生物和用途 |
| CN104478675B (zh) * | 2015-01-15 | 2016-01-06 | 佛山市赛维斯医药科技有限公司 | 一类含烷氧苯基和三氟甲苯基丙二醇结构的衍生物和用途 |
| EP3256482B1 (en) | 2015-02-09 | 2019-11-27 | Indoco Remedies Limited | Process for the preparation of sglt inhibitor compounds |
| CZ2015729A3 (cs) * | 2015-10-13 | 2017-04-26 | Zentiva, K.S. | Příprava intermediátů pro syntézu Canagliflozinu a Dapagliflozinu |
| KR101770302B1 (ko) * | 2016-06-28 | 2017-08-22 | 주식회사 녹십자 | 다이페닐메탄 유도체의 제조방법 |
| CN107641139A (zh) * | 2016-07-22 | 2018-01-30 | 江苏豪森药业集团有限公司 | 达格列净中间体的晶型及其制备方法 |
| WO2018142422A1 (en) * | 2017-02-02 | 2018-08-09 | Indoco Remedies Limited | Process for the preparation of dapagliflozin |
| US11312740B2 (en) | 2017-05-09 | 2022-04-26 | Piramal Pharma Limited | Process for the preparation of SGLT2 inhibitors and intermediates thereof |
| EP3784231A4 (en) * | 2018-04-25 | 2022-05-11 | Theracos Sub, LLC | Methods of treating hypertension |
| MX2022012955A (es) | 2020-04-14 | 2023-02-23 | Flagship Pioneering Innovations Vi Llc | Composiciones de trem y usos de las mismas. |
| WO2022073151A1 (en) | 2020-10-05 | 2022-04-14 | Theracos Sub, Llc | Pharmaceutical formulations |
| CN114570303A (zh) * | 2022-03-02 | 2022-06-03 | 南京市计量监督检测院 | 微通道反应器及基于反应器制备达格列净中间体的方法 |
| WO2025056984A1 (en) * | 2023-09-12 | 2025-03-20 | Vijayasri Organics Private Limited | A novel process for the preparation of bexagliflozin a sglt2 inhibitor and its intermediates thereof |
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| JP2010519273A (ja) | 2007-02-21 | 2010-06-03 | ベーリンガー インゲルハイム インターナショナル ゲゼルシャフト ミット ベシュレンクテル ハフツング | 四置換グルコピラノシル化ベンゼン誘導体、このような化合物を含む薬物、それらの使用及びそれらの製造方法 |
| WO2011039108A2 (en) * | 2009-09-30 | 2011-04-07 | Boehringer Ingelheim International Gmbh | Processes for preparing of glucopyranosyl-substituted benzyl-benzene derivatives |
| KR101107425B1 (ko) * | 2007-08-23 | 2012-01-19 | 테라코스, 인코포레이티드 | 벤질벤젠 유도체 및 사용 방법 |
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| CN1020944C (zh) | 1990-01-30 | 1993-05-26 | 阿图尔-费希尔股份公司费希尔厂 | 紧固件 |
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| MXPA04009229A (es) | 2002-03-22 | 2004-11-26 | Kissei Pharmaceutical | Cristales derivados de glucopiranosiloxibencil benceno. |
| TWI254635B (en) | 2002-08-05 | 2006-05-11 | Yamanouchi Pharma Co Ltd | Azulene derivative and salt thereof |
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| RU2322449C2 (ru) | 2002-08-09 | 2008-04-20 | Тайсо Фармасьютикал Ко., Лтд. | ПРОИЗВОДНЫЕ АРИЛ 5-ТИО-β-D-ГЛЮКОПИРАНОЗИДА И ТЕРАПЕВТИЧЕСКИЕ СРЕДСТВА ПРИ ДИАБЕТЕ, СОДЕРЖАЩИЕ ИХ |
| DE10258008B4 (de) | 2002-12-12 | 2006-02-02 | Sanofi-Aventis Deutschland Gmbh | Heterocyclische Fluorglycosidderivate, diese Verbindungen enthaltende Arzneimittel und Verfahren zur Herstellung dieser Arzneimittel |
| DE10258007B4 (de) | 2002-12-12 | 2006-02-09 | Sanofi-Aventis Deutschland Gmbh | Aromatische Fluorglycosidderivate, diese Verbindungen enthaltende Arzneimittel und Verfahren zur Herstellung dieser Arzneimittel |
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| WO2005012242A2 (en) | 2003-08-01 | 2005-02-10 | Janssen Pharmaceutica Nv | Substituted benzimidazole-, benztriazole-, and benzimidazolone-o-glucosides |
| EP1679965A4 (en) | 2003-08-01 | 2009-05-27 | Janssen Pharmaceutica Nv | SUBSTITUTED ANELLIERED HETEROCYCLIC C-GLYCOSIDES |
| EP1660509B1 (de) | 2003-08-26 | 2009-02-04 | Boehringer Ingelheim International GmbH | Glucopyranosyloxy-pyrazole, diese verbindungen enthaltende arzneimittel, deren verwendung und verfahren zu ihrer herstellung |
| US7375090B2 (en) | 2003-08-26 | 2008-05-20 | Boehringer Ingelheim International Gmbh | Glucopyranosyloxy-pyrazoles, pharmaceutical compositions containing these compounds, the use thereof and processed for the preparation thereof |
| US7371732B2 (en) | 2003-12-22 | 2008-05-13 | Boehringer Ingelheim International Gmbh | Glucopyranosyloxy-substituted aromatic compounds, medicaments containing such compounds, their use and process for their manufacture |
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| JP2015514118A (ja) | 2015-05-18 |
| US20130267694A1 (en) | 2013-10-10 |
| NZ630408A (en) | 2016-09-30 |
| US9725478B2 (en) | 2017-08-08 |
| ZA201406899B (en) | 2023-07-26 |
| US9193751B2 (en) | 2015-11-24 |
| WO2013152476A1 (en) | 2013-10-17 |
| SG11201406434PA (en) | 2014-11-27 |
| EP2836500A4 (en) | 2016-03-23 |
| CA2867057A1 (en) | 2013-10-17 |
| KR20150001811A (ko) | 2015-01-06 |
| AU2013247304A1 (en) | 2014-09-25 |
| US20160207952A1 (en) | 2016-07-21 |
| AU2013247304B2 (en) | 2017-03-30 |
| IL234800B (en) | 2018-06-28 |
| JP6208745B2 (ja) | 2017-10-04 |
| CA2867057C (en) | 2020-03-31 |
| EP2836500A1 (en) | 2015-02-18 |
| RU2625795C2 (ru) | 2017-07-19 |
| MX2014012268A (es) | 2015-03-09 |
| TWI597289B (zh) | 2017-09-01 |
| HK1207084A1 (en) | 2016-01-22 |
| RU2014144944A (ru) | 2016-06-10 |
| TW201402593A (zh) | 2014-01-16 |
| AR090618A1 (es) | 2014-11-26 |
| MX353307B (es) | 2018-01-08 |
| BR112014025105A2 (https=) | 2017-06-20 |
| BR112014025105B1 (pt) | 2022-03-29 |
| WO2013152654A1 (en) | 2013-10-17 |
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