HRP20090675T1 - Postupak dobivanja međuprodukata epoksibutanola - Google Patents
Postupak dobivanja međuprodukata epoksibutanola Download PDFInfo
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- HRP20090675T1 HRP20090675T1 HR20090675T HRP20090675T HRP20090675T1 HR P20090675 T1 HRP20090675 T1 HR P20090675T1 HR 20090675 T HR20090675 T HR 20090675T HR P20090675 T HRP20090675 T HR P20090675T HR P20090675 T1 HRP20090675 T1 HR P20090675T1
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- Prior art keywords
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- compound
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- same meaning
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- 238000000034 method Methods 0.000 title claims abstract 23
- 239000000543 intermediate Substances 0.000 title 1
- 238000004519 manufacturing process Methods 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims abstract 27
- 229910052731 fluorine Inorganic materials 0.000 claims abstract 7
- 239000011737 fluorine Substances 0.000 claims abstract 7
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims abstract 6
- 239000001257 hydrogen Substances 0.000 claims abstract 6
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract 6
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims abstract 4
- 229910052783 alkali metal Inorganic materials 0.000 claims abstract 4
- -1 alkali metal nitrite Chemical class 0.000 claims abstract 4
- 239000000460 chlorine Substances 0.000 claims abstract 4
- 229910052801 chlorine Inorganic materials 0.000 claims abstract 4
- 150000002148 esters Chemical class 0.000 claims abstract 4
- 239000002904 solvent Substances 0.000 claims abstract 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract 3
- 239000002253 acid Substances 0.000 claims abstract 3
- 150000003983 crown ethers Chemical class 0.000 claims abstract 3
- 230000000269 nucleophilic effect Effects 0.000 claims abstract 3
- 125000000217 alkyl group Chemical group 0.000 claims abstract 2
- 229910052757 nitrogen Inorganic materials 0.000 claims 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 4
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims 4
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 4
- AZFNGPAYDKGCRB-XCPIVNJJSA-M [(1s,2s)-2-amino-1,2-diphenylethyl]-(4-methylphenyl)sulfonylazanide;chlororuthenium(1+);1-methyl-4-propan-2-ylbenzene Chemical compound [Ru+]Cl.CC(C)C1=CC=C(C)C=C1.C1=CC(C)=CC=C1S(=O)(=O)[N-][C@@H](C=1C=CC=CC=1)[C@@H](N)C1=CC=CC=C1 AZFNGPAYDKGCRB-XCPIVNJJSA-M 0.000 claims 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 3
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 3
- 235000010289 potassium nitrite Nutrition 0.000 claims 3
- 239000004304 potassium nitrite Substances 0.000 claims 3
- 125000006239 protecting group Chemical group 0.000 claims 3
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Substances [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 claims 3
- 125000006661 (C4-C6) heterocyclic group Chemical group 0.000 claims 2
- ZHNUHDYFZUAESO-UHFFFAOYSA-N Formamide Chemical compound NC=O ZHNUHDYFZUAESO-UHFFFAOYSA-N 0.000 claims 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 2
- 239000002585 base Substances 0.000 claims 2
- GUVUOGQBMYCBQP-UHFFFAOYSA-N dmpu Chemical compound CN1CCCN(C)C1=O GUVUOGQBMYCBQP-UHFFFAOYSA-N 0.000 claims 2
- 125000005842 heteroatom Chemical group 0.000 claims 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 2
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 2
- 229910052760 oxygen Inorganic materials 0.000 claims 2
- 239000001301 oxygen Substances 0.000 claims 2
- 235000010288 sodium nitrite Nutrition 0.000 claims 2
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims 2
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 claims 1
- QUGUFLJIAFISSW-UHFFFAOYSA-N 1,4-difluorobenzene Chemical compound FC1=CC=C(F)C=C1 QUGUFLJIAFISSW-UHFFFAOYSA-N 0.000 claims 1
- VFTFKUDGYRBSAL-UHFFFAOYSA-N 15-crown-5 Chemical compound C1COCCOCCOCCOCCO1 VFTFKUDGYRBSAL-UHFFFAOYSA-N 0.000 claims 1
- XEZNGIUYQVAUSS-UHFFFAOYSA-N 18-crown-6 Chemical group C1COCCOCCOCCOCCOCCO1 XEZNGIUYQVAUSS-UHFFFAOYSA-N 0.000 claims 1
- LJANCPRIUMHGJE-UHFFFAOYSA-N 4-(2-bromoacetyl)benzonitrile Chemical compound BrCC(=O)C1=CC=C(C#N)C=C1 LJANCPRIUMHGJE-UHFFFAOYSA-N 0.000 claims 1
- NSPMIYGKQJPBQR-UHFFFAOYSA-N 4H-1,2,4-triazole Chemical compound C=1N=CNN=1 NSPMIYGKQJPBQR-UHFFFAOYSA-N 0.000 claims 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical group [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical group C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 claims 1
- 238000006202 Sharpless epoxidation reaction Methods 0.000 claims 1
- UYJXRRSPUVSSMN-UHFFFAOYSA-P ammonium sulfide Chemical compound [NH4+].[NH4+].[S-2] UYJXRRSPUVSSMN-UHFFFAOYSA-P 0.000 claims 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims 1
- 229910052794 bromium Chemical group 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 claims 1
- IRDLUHRVLVEUHA-UHFFFAOYSA-N diethyl dithiophosphate Chemical compound CCOP(S)(=S)OCC IRDLUHRVLVEUHA-UHFFFAOYSA-N 0.000 claims 1
- 125000001153 fluoro group Chemical group F* 0.000 claims 1
- 150000004677 hydrates Chemical class 0.000 claims 1
- 150000002431 hydrogen Chemical class 0.000 claims 1
- 229910052740 iodine Inorganic materials 0.000 claims 1
- 239000011630 iodine Substances 0.000 claims 1
- 239000011777 magnesium Substances 0.000 claims 1
- 229910052749 magnesium Inorganic materials 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 claims 1
- 150000003839 salts Chemical class 0.000 claims 1
- 229910052708 sodium Inorganic materials 0.000 claims 1
- 239000012453 solvate Substances 0.000 claims 1
- ITMCEJHCFYSIIV-UHFFFAOYSA-N triflic acid Chemical compound OS(=O)(=O)C(F)(F)F ITMCEJHCFYSIIV-UHFFFAOYSA-N 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
- C07D303/02—Compounds containing oxirane rings
- C07D303/08—Compounds containing oxirane rings with hydrocarbon radicals, substituted by halogen atoms, nitro radicals or nitroso radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- 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
- C07D309/12—Oxygen atoms only hydrogen atoms and one oxygen atom directly attached to ring carbon atoms, e.g. tetrahydropyranyl ethers
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/335—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin
- A61K31/336—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having three-membered rings, e.g. oxirane, fumagillin
-
- 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)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Medicinal Chemistry (AREA)
- Public Health (AREA)
- Pharmacology & Pharmacy (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Epoxy Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Pyrane Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP05026163 | 2005-12-01 | ||
| PCT/CH2006/000671 WO2007062542A2 (en) | 2005-12-01 | 2006-11-29 | Process for the manufacture of epoxybutanol intermediates |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| HRP20090675T1 true HRP20090675T1 (hr) | 2010-01-31 |
Family
ID=36178579
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| HR20090675T HRP20090675T1 (hr) | 2005-12-01 | 2009-12-17 | Postupak dobivanja međuprodukata epoksibutanola |
Country Status (19)
| Country | Link |
|---|---|
| US (2) | US7816537B2 (sl) |
| EP (2) | EP2133345A1 (sl) |
| JP (1) | JP5329969B2 (sl) |
| KR (1) | KR101191682B1 (sl) |
| CN (1) | CN101321522B (sl) |
| AT (1) | ATE444747T1 (sl) |
| AU (2) | AU2006319657B2 (sl) |
| BR (1) | BRPI0619120B1 (sl) |
| CA (2) | CA2711852C (sl) |
| CY (1) | CY1110588T1 (sl) |
| DE (1) | DE602006009698D1 (sl) |
| DK (1) | DK1954264T3 (sl) |
| ES (1) | ES2333258T3 (sl) |
| HR (1) | HRP20090675T1 (sl) |
| PL (1) | PL1954264T3 (sl) |
| PT (1) | PT1954264E (sl) |
| SI (1) | SI1954264T1 (sl) |
| WO (1) | WO2007062542A2 (sl) |
| ZA (1) | ZA200804218B (sl) |
Families Citing this family (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US10023600B2 (en) | 2009-09-21 | 2018-07-17 | Gilead Sciences, Inc. | Processes and intermediates for the preparation of 1′-substituted carba-nucleoside analogs |
| SG186830A1 (en) | 2010-07-22 | 2013-02-28 | Gilead Sciences Inc | Methods and compounds for treating paramyxoviridae virus infections |
| WO2014023623A1 (en) | 2012-08-07 | 2014-02-13 | Basilea Pharmaceutica Ag | Process for the manufacture of isavuconazole or ravuconazole |
| WO2015150947A1 (en) | 2014-03-29 | 2015-10-08 | Wockhardt Limited | A process for the preparation of isavuconazole and its intermediates |
| TWI698444B (zh) | 2014-10-29 | 2020-07-11 | 美商基利科學股份有限公司 | 製備核糖苷的方法 |
| BR112018005048B8 (pt) | 2015-09-16 | 2021-03-23 | Gilead Sciences Inc | uso de um composto antiviral ou sal do mesmo para o tratamento de uma infecção por coronaviridae |
| CN105367528A (zh) * | 2015-11-10 | 2016-03-02 | 南通诺泰生物医药技术有限公司 | 一种三唑类药物中间体(d)-1-(1-环烷仲胺基)-2-(2-四氢吡喃基)氧-1-丙酮类化合物及合成方法 |
| AU2018235754B2 (en) | 2017-03-14 | 2021-04-08 | Gilead Sciences, Inc. | Methods of treating feline coronavirus infections |
| ES2938859T3 (es) | 2017-05-01 | 2023-04-17 | Gilead Sciences Inc | Una forma cristalina de (S)-2-etilbutilo 2-(((S)-(((2R,3S,4R,5R)-5-(4-aminopirrolo[2,1-f][1,2,4]triazin-7-il)-5-ciano-3,4-dihidroxitetrahidrofuran-2-il)metoxi)(fenoxi)fosforil)amino)propanoato |
| CN111093627B (zh) | 2017-07-11 | 2024-03-08 | 吉利德科学公司 | 用于治疗病毒感染的包含rna聚合酶抑制剂和环糊精的组合物 |
| ES2915582T3 (es) | 2017-08-10 | 2022-06-23 | Sumitomo Chemical Co | Método para producir un compuesto de alcohol epoxi |
| CN118766947A (zh) | 2020-01-27 | 2024-10-15 | 吉利德科学公司 | 用于治疗SARS CoV-2感染的方法 |
| WO2021183750A2 (en) | 2020-03-12 | 2021-09-16 | Gilead Sciences, Inc. | Methods of preparing 1'-cyano nucleosides |
| KR20220164784A (ko) | 2020-04-06 | 2022-12-13 | 길리애드 사이언시즈, 인코포레이티드 | 1'-시아노 치환된 카르바뉴클레오시드 유사체의 흡입 제형 |
| CN115666570A (zh) | 2020-05-29 | 2023-01-31 | 吉利德科学公司 | 瑞德西韦治疗方法 |
| EP4172160A2 (en) | 2020-06-24 | 2023-05-03 | Gilead Sciences, Inc. | 1'-cyano nucleoside analogs and uses thereof |
| CA3190702A1 (en) | 2020-08-27 | 2022-03-03 | Elaine Bunyan | Compounds and methods for treatment of viral infections |
| TW202400185A (zh) | 2022-03-02 | 2024-01-01 | 美商基利科學股份有限公司 | 用於治療病毒感染的化合物及方法 |
| CN115536643A (zh) * | 2022-12-05 | 2022-12-30 | 南京桦冠生物技术有限公司 | 一种艾沙康唑类药物关键中间体的制备方法 |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP3452213B2 (ja) * | 1994-07-05 | 2003-09-29 | エーザイ株式会社 | 抗真菌剤及びその製造方法 |
| AU2931399A (en) | 1998-03-06 | 1999-09-20 | F. Hoffmann-La Roche Ag | 3-(4-(4-cyanophenyl)thiazol-2-y))-1-(1h-1,2,4-triazol-1-yl) -butan-2-ol derivatives having antifungal activity |
| US6133485A (en) | 1998-04-15 | 2000-10-17 | Synphar Laboratories, Inc. | Asymmetric synthesis of 2-(2,4-difluorophenyl)-1-heterocycl-1-yl butan-2,3-diols |
| US6391903B1 (en) | 1999-09-09 | 2002-05-21 | Sankyo Company, Limited | Triazole derivatives having antifungal activity |
| US6884892B2 (en) | 2002-06-20 | 2005-04-26 | Sumitomo Chemical Company, Limited | Production methods of epoxytriazole derivative and intermediate therefor |
| JP4627413B2 (ja) * | 2003-05-06 | 2011-02-09 | 三井化学株式会社 | １−アゾール−２−フェニル−２、３−プロパンジオール誘導体の製造法 |
-
2006
- 2006-11-29 PL PL06804890T patent/PL1954264T3/pl unknown
- 2006-11-29 KR KR1020087015976A patent/KR101191682B1/ko active IP Right Grant
- 2006-11-29 EP EP09168177A patent/EP2133345A1/en not_active Withdrawn
- 2006-11-29 ES ES06804890T patent/ES2333258T3/es active Active
- 2006-11-29 DE DE602006009698T patent/DE602006009698D1/de active Active
- 2006-11-29 CN CN2006800449743A patent/CN101321522B/zh active Active
- 2006-11-29 AU AU2006319657A patent/AU2006319657B2/en active Active
- 2006-11-29 WO PCT/CH2006/000671 patent/WO2007062542A2/en active Application Filing
- 2006-11-29 CA CA2711852A patent/CA2711852C/en active Active
- 2006-11-29 EP EP06804890A patent/EP1954264B1/en active Active
- 2006-11-29 CA CA2629092A patent/CA2629092C/en active Active
- 2006-11-29 AT AT06804890T patent/ATE444747T1/de active
- 2006-11-29 PT PT06804890T patent/PT1954264E/pt unknown
- 2006-11-29 SI SI200630502T patent/SI1954264T1/sl unknown
- 2006-11-29 US US12/085,617 patent/US7816537B2/en active Active
- 2006-11-29 BR BRPI0619120-7A patent/BRPI0619120B1/pt active IP Right Grant
- 2006-11-29 DK DK06804890T patent/DK1954264T3/da active
- 2006-11-29 JP JP2008542575A patent/JP5329969B2/ja active Active
-
2008
- 2008-05-15 ZA ZA200804218A patent/ZA200804218B/xx unknown
-
2009
- 2009-12-17 HR HR20090675T patent/HRP20090675T1/hr unknown
- 2009-12-29 CY CY20091101343T patent/CY1110588T1/el unknown
-
2010
- 2010-07-23 AU AU2010203301A patent/AU2010203301B2/en active Active
- 2010-08-31 US US12/872,599 patent/US8076494B2/en active Active
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