JP6940477B2 - GalNAc酸誘導体の調製法 - Google Patents
GalNAc酸誘導体の調製法 Download PDFInfo
- Publication number
- JP6940477B2 JP6940477B2 JP2018502203A JP2018502203A JP6940477B2 JP 6940477 B2 JP6940477 B2 JP 6940477B2 JP 2018502203 A JP2018502203 A JP 2018502203A JP 2018502203 A JP2018502203 A JP 2018502203A JP 6940477 B2 JP6940477 B2 JP 6940477B2
- Authority
- JP
- Japan
- Prior art keywords
- formula
- acid
- ester
- galnac
- protecting group
- 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.)
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- 0 CC(C)(CCOC(C(C1O*)NC(C)=O)OC(CO*)C1O*)OCCC(C)(C)OCC(OC=C)=O Chemical compound CC(C)(CCOC(C(C1O*)NC(C)=O)OC(CO*)C1O*)OCCC(C)(C)OCC(OC=C)=O 0.000 description 6
- LFKDJXLFVYVEFG-UHFFFAOYSA-N CC(C)(C)OC(N)=O Chemical compound CC(C)(C)OC(N)=O LFKDJXLFVYVEFG-UHFFFAOYSA-N 0.000 description 1
- MSYWOPJOOZXKLW-UIOOFZCWSA-N CC(C)(C)OC(NCCCC[C@@H](C(N[C@@H](CCCCNC(OC(C)(C)C)=O)C(OCc1ccccc1)=O)=O)NC(OC(C)(C)C)=O)=O Chemical compound CC(C)(C)OC(NCCCC[C@@H](C(N[C@@H](CCCCNC(OC(C)(C)C)=O)C(OCc1ccccc1)=O)=O)NC(OC(C)(C)C)=O)=O MSYWOPJOOZXKLW-UIOOFZCWSA-N 0.000 description 1
- VFBUSCJNDZDRIB-HNNXBMFYSA-N CC(C)(C)OC(NCCCC[C@@H](C(OCc1ccccc1)=O)N)=O Chemical compound CC(C)(C)OC(NCCCC[C@@H](C(OCc1ccccc1)=O)N)=O VFBUSCJNDZDRIB-HNNXBMFYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H15/00—Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
- C07H15/02—Acyclic radicals, not substituted by cyclic structures
- C07H15/04—Acyclic radicals, not substituted by cyclic structures attached to an oxygen atom of the saccharide radical
- C07H15/08—Polyoxyalkylene derivatives
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/50—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates
- A61K47/51—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent
- A61K47/54—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent the modifying agent being an organic compound
- A61K47/549—Sugars, nucleosides, nucleotides or nucleic acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C229/00—Compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C229/02—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton
- C07C229/04—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated
- C07C229/26—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having more than one amino group bound to the carbon skeleton, e.g. lysine
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C245/00—Compounds containing chains of at least two nitrogen atoms with at least one nitrogen-to-nitrogen multiple bond
- C07C245/20—Diazonium compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C269/00—Preparation of derivatives of carbamic acid, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
- C07C269/06—Preparation of derivatives of carbamic acid, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups by reactions not involving the formation of carbamate groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C271/00—Derivatives of carbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
- C07C271/06—Esters of carbamic acids
- C07C271/08—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms
- C07C271/10—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms
- C07C271/22—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms to carbon atoms of hydrocarbon radicals substituted by carboxyl groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/41—Preparation of salts of carboxylic acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C59/00—Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
- C07C59/125—Saturated compounds having only one carboxyl group and containing ether groups, groups, groups, or groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/10—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides with ester groups or with a carbon-halogen bond
- C07C67/11—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides with ester groups or with a carbon-halogen bond being mineral ester groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/66—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety
- C07C69/67—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety of saturated acids
- C07C69/708—Ethers
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H1/00—Processes for the preparation of sugar derivatives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H21/00—Compounds containing two or more mononucleotide units having separate phosphate or polyphosphate groups linked by saccharide radicals of nucleoside groups, e.g. nucleic acids
- C07H21/02—Compounds containing two or more mononucleotide units having separate phosphate or polyphosphate groups linked by saccharide radicals of nucleoside groups, e.g. nucleic acids with ribosyl as saccharide radical
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2603/00—Systems containing at least three condensed rings
- C07C2603/02—Ortho- or ortho- and peri-condensed systems
- C07C2603/04—Ortho- or ortho- and peri-condensed systems containing three rings
- C07C2603/06—Ortho- or ortho- and peri-condensed systems containing three rings containing at least one ring with less than six ring members
- C07C2603/10—Ortho- or ortho- and peri-condensed systems containing three rings containing at least one ring with less than six ring members containing five-membered rings
- C07C2603/12—Ortho- or ortho- and peri-condensed systems containing three rings containing at least one ring with less than six ring members containing five-membered rings only one five-membered ring
- C07C2603/18—Fluorenes; Hydrogenated fluorenes
-
- 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)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- Molecular Biology (AREA)
- Engineering & Computer Science (AREA)
- General Health & Medical Sciences (AREA)
- Biotechnology (AREA)
- Genetics & Genomics (AREA)
- Crystallography & Structural Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Public Health (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Saccharide Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Peptides Or Proteins (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP15180058 | 2015-08-06 | ||
| EP15180058.8 | 2015-08-06 | ||
| PCT/EP2016/068361 WO2017021385A1 (en) | 2015-08-06 | 2016-08-02 | Processes for the preparation of galnac acid derivatives |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2018523643A JP2018523643A (ja) | 2018-08-23 |
| JP2018523643A5 JP2018523643A5 (enExample) | 2019-09-19 |
| JP6940477B2 true JP6940477B2 (ja) | 2021-09-29 |
Family
ID=54056068
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2018502203A Active JP6940477B2 (ja) | 2015-08-06 | 2016-08-02 | GalNAc酸誘導体の調製法 |
Country Status (14)
| Country | Link |
|---|---|
| US (1) | US10597417B2 (enExample) |
| EP (1) | EP3331892B1 (enExample) |
| JP (1) | JP6940477B2 (enExample) |
| KR (1) | KR102579520B1 (enExample) |
| CN (1) | CN107709342B (enExample) |
| AU (1) | AU2016302697B2 (enExample) |
| CA (1) | CA2982825C (enExample) |
| ES (1) | ES2744437T3 (enExample) |
| HR (1) | HRP20191589T1 (enExample) |
| IL (1) | IL256528B (enExample) |
| MX (1) | MX369556B (enExample) |
| PL (1) | PL3331892T3 (enExample) |
| SI (1) | SI3331892T1 (enExample) |
| WO (1) | WO2017021385A1 (enExample) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2018215049A1 (en) * | 2017-05-23 | 2018-11-29 | F. Hoffmann-La Roche Ag | Process for galnac oligonucleotide conjugates |
| BR112020010436A2 (pt) * | 2018-01-26 | 2020-11-24 | F. Hoffmann-La Roche Ag | oligonucleotídeo radiomarcado, processos para a preparação de um oligonucleotídeo radiomarcado, uso do oligonucleotídeo radiomarcado, método para determinar a biodistribuição e farmacocinética e oligonucleotídeo |
| AU2019213004B2 (en) * | 2018-01-29 | 2024-03-07 | F. Hoffmann-La Roche Ag | Process for the preparation of GalNAc oligonucleotide conjugates |
| US11510939B1 (en) | 2019-04-19 | 2022-11-29 | Apellis Pharmaceuticals, Inc. | RNAs for complement inhibition |
| CA3134494A1 (en) * | 2019-05-20 | 2020-11-26 | Simon Adolf BREITLER | Process for the preparation of galnac phosphoramidite epimers |
| MX2021015541A (es) | 2019-06-20 | 2022-02-10 | Hoffmann La Roche | Oligonucleotidos tipo metoxietilen maleimida (moem) radiomarcados y proceso para su preparacion. |
| CN110734372B (zh) * | 2019-09-30 | 2024-09-24 | 兰州交通大学 | 一种合成烯丙基脂肪醇聚氧乙烯醚羧酸(apea-9)的方法 |
Family Cites Families (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US133170A (en) * | 1872-11-19 | Improvement in wheelbarrows | ||
| US156917A (en) * | 1874-11-17 | Improvement in car-couplings | ||
| US1185198A (en) * | 1912-11-25 | 1916-05-30 | Elliott Co | Tube-cleaning apparatus. |
| JP5004234B2 (ja) * | 2006-11-10 | 2012-08-22 | 独立行政法人産業技術総合研究所 | 膜マイクロドメイン又はコレステロール認識タンパク質検出用高感度分子プローブ |
| CA2747716A1 (en) * | 2008-12-19 | 2010-06-24 | Pinnacle Pharmaceuticals, Inc. | Phenazopyridine compounds |
| EP4420730A3 (en) * | 2009-03-19 | 2024-11-13 | The Johns Hopkins University | Psma-targeting compounds and uses thereof |
| WO2011053614A1 (en) * | 2009-10-30 | 2011-05-05 | Merck Sharp & Dohme Corp. | Crystalline cdm-nag and methods for producing same |
| PH12012501596A1 (en) | 2010-02-24 | 2017-02-03 | Arrowhead Res Corporation | Compositions for targeted delivery of sirna |
| WO2012020848A1 (en) * | 2010-08-10 | 2012-02-16 | Takeda Pharmaceutical Company Limited | Heterocyclic compound and use thereof |
| US8501930B2 (en) | 2010-12-17 | 2013-08-06 | Arrowhead Madison Inc. | Peptide-based in vivo siRNA delivery system |
| RU2013117288A (ru) * | 2010-12-17 | 2015-01-27 | Эрроухэд Рисерч Корпорейшн | СОДЕРЖАЩАЯ ГАЛАКТОЗНЫЙ КЛАСТЕР НАЦЕЛИВАЮЩАЯ ГРУППА ДЛЯ миРНК, МОДУЛИРУЮЩАЯ ФОРМАКОКИНЕТИЧЕСКИЕ СВОЙСТВА |
| PL2992098T3 (pl) | 2013-05-01 | 2019-09-30 | Ionis Pharmaceuticals, Inc. | Kompozycje i sposoby modulowania ekspresji hbv i ttr |
| MX367083B (es) | 2013-06-27 | 2019-08-05 | Roche Innovation Ct Copenhagen As | Oligomeros antisentido y conjugados con diana en la proteina-convertasa subtilisina/kexina tipo 9(pcsk9). |
| KR20160083876A (ko) * | 2013-11-14 | 2016-07-12 | 로슈 이노베이션 센터 코펜하겐 에이/에스 | ApoB 안티센스 접합체 화합물 |
| WO2015168589A2 (en) | 2014-05-01 | 2015-11-05 | Isis Pharmaceuticals, Inc. | Compositions and methods for modulating angiopoietin-like 3 expression |
-
2016
- 2016-08-02 WO PCT/EP2016/068361 patent/WO2017021385A1/en not_active Ceased
- 2016-08-02 SI SI201630375T patent/SI3331892T1/sl unknown
- 2016-08-02 EP EP16745745.6A patent/EP3331892B1/en active Active
- 2016-08-02 KR KR1020177036266A patent/KR102579520B1/ko active Active
- 2016-08-02 PL PL16745745T patent/PL3331892T3/pl unknown
- 2016-08-02 CN CN201680038736.5A patent/CN107709342B/zh active Active
- 2016-08-02 HR HRP20191589 patent/HRP20191589T1/hr unknown
- 2016-08-02 CA CA2982825A patent/CA2982825C/en active Active
- 2016-08-02 MX MX2017015662A patent/MX369556B/es active IP Right Grant
- 2016-08-02 AU AU2016302697A patent/AU2016302697B2/en active Active
- 2016-08-02 JP JP2018502203A patent/JP6940477B2/ja active Active
- 2016-08-02 ES ES16745745T patent/ES2744437T3/es active Active
-
2017
- 2017-12-24 IL IL256528A patent/IL256528B/en active IP Right Grant
-
2018
- 2018-02-06 US US15/890,181 patent/US10597417B2/en active Active
Also Published As
| Publication number | Publication date |
|---|---|
| KR102579520B1 (ko) | 2023-09-15 |
| US10597417B2 (en) | 2020-03-24 |
| US20180162894A1 (en) | 2018-06-14 |
| SI3331892T1 (sl) | 2019-10-30 |
| EP3331892A1 (en) | 2018-06-13 |
| MX369556B (es) | 2019-11-12 |
| CA2982825A1 (en) | 2017-02-09 |
| CN107709342A (zh) | 2018-02-16 |
| AU2016302697A1 (en) | 2017-10-26 |
| HK1250717A1 (zh) | 2019-01-11 |
| PL3331892T3 (pl) | 2019-11-29 |
| BR112017021926A2 (pt) | 2018-07-03 |
| EP3331892B1 (en) | 2019-07-03 |
| WO2017021385A1 (en) | 2017-02-09 |
| MX2017015662A (es) | 2018-04-18 |
| IL256528B (en) | 2020-01-30 |
| HRP20191589T1 (hr) | 2019-12-13 |
| AU2016302697B2 (en) | 2020-10-29 |
| ES2744437T3 (es) | 2020-02-25 |
| CA2982825C (en) | 2023-10-17 |
| IL256528A (en) | 2018-02-28 |
| CN107709342B (zh) | 2021-09-03 |
| KR20180030783A (ko) | 2018-03-26 |
| JP2018523643A (ja) | 2018-08-23 |
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| KR102579520B1 (ko) | Galnac 산 유도체의 제조 방법 | |
| US11021503B2 (en) | Process for GalNAc oligonucleotide conjugates | |
| AU2019213004B2 (en) | Process for the preparation of GalNAc oligonucleotide conjugates | |
| EP3972984B1 (en) | Process for the preparation of galnac phosphoramidite epimers | |
| BR112017021926B1 (pt) | Processo para a preparação de derivados de ácido galnac, sal de amina e processo para a preparação de conjugados de oligonucleotídeos galnac | |
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