CN107674064B - 维帕他韦中间体、制备方法及维帕他韦的制备方法 - Google Patents
维帕他韦中间体、制备方法及维帕他韦的制备方法 Download PDFInfo
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- CN107674064B CN107674064B CN201710938737.1A CN201710938737A CN107674064B CN 107674064 B CN107674064 B CN 107674064B CN 201710938737 A CN201710938737 A CN 201710938737A CN 107674064 B CN107674064 B CN 107674064B
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- -1 1-ethyl- (3-dimethylaminopropyl) carbonyl Chemical group 0.000 claims description 44
- 238000006482 condensation reaction Methods 0.000 claims description 39
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- 235000019270 ammonium chloride Nutrition 0.000 description 1
- 229910001870 ammonium persulfate Inorganic materials 0.000 description 1
- BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical compound N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 description 1
- 229910052921 ammonium sulfate Inorganic materials 0.000 description 1
- 235000011130 ammonium sulphate Nutrition 0.000 description 1
- 229940124404 anti-hepatitis c virus drug Drugs 0.000 description 1
- FFBHFFJDDLITSX-UHFFFAOYSA-N benzyl N-[2-hydroxy-4-(3-oxomorpholin-4-yl)phenyl]carbamate Chemical compound OC1=C(NC(=O)OCC2=CC=CC=C2)C=CC(=C1)N1CCOCC1=O FFBHFFJDDLITSX-UHFFFAOYSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 238000004296 chiral HPLC Methods 0.000 description 1
- 229910052593 corundum Inorganic materials 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 230000008034 disappearance Effects 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 229940039283 epclusa Drugs 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000002360 explosive Substances 0.000 description 1
- 229940029169 harvoni Drugs 0.000 description 1
- 150000008040 ionic compounds Chemical group 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 229940099596 manganese sulfate Drugs 0.000 description 1
- 239000011702 manganese sulphate Substances 0.000 description 1
- 235000007079 manganese sulphate Nutrition 0.000 description 1
- SQQMAOCOWKFBNP-UHFFFAOYSA-L manganese(II) sulfate Chemical compound [Mn+2].[O-]S([O-])(=O)=O SQQMAOCOWKFBNP-UHFFFAOYSA-L 0.000 description 1
- QARBMVPHQWIHKH-UHFFFAOYSA-N methanesulfonyl chloride Chemical compound CS(Cl)(=O)=O QARBMVPHQWIHKH-UHFFFAOYSA-N 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 229960002063 sofosbuvir Drugs 0.000 description 1
- TTZHDVOVKQGIBA-IQWMDFIBSA-N sofosbuvir Chemical compound N1([C@@H]2O[C@@H]([C@H]([C@]2(F)C)O)CO[P@@](=O)(N[C@@H](C)C(=O)OC(C)C)OC=2C=CC=CC=2)C=CC(=O)NC1=O TTZHDVOVKQGIBA-IQWMDFIBSA-N 0.000 description 1
- 229940076569 sofosbuvir 400 mg Drugs 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000000967 suction filtration Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- UGNWTBMOAKPKBL-UHFFFAOYSA-N tetrachloro-1,4-benzoquinone Chemical compound ClC1=C(Cl)C(=O)C(Cl)=C(Cl)C1=O UGNWTBMOAKPKBL-UHFFFAOYSA-N 0.000 description 1
- 125000003944 tolyl group Chemical group 0.000 description 1
- GRGCWBWNLSTIEN-UHFFFAOYSA-N trifluoromethanesulfonyl chloride Chemical compound FC(F)(F)S(Cl)(=O)=O GRGCWBWNLSTIEN-UHFFFAOYSA-N 0.000 description 1
- 229940039243 velpatasvir 100 mg Drugs 0.000 description 1
- 229950004638 voxilaprevir Drugs 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
- 229910001845 yogo sapphire Inorganic materials 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
- C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
- C07D491/04—Ortho-condensed systems
- C07D491/044—Ortho-condensed systems with only one oxygen atom as ring hetero atom in the oxygen-containing ring
- C07D491/052—Ortho-condensed systems with only one oxygen atom as ring hetero atom in the oxygen-containing ring the oxygen-containing ring being six-membered
-
- 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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
Description
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CN201710917345.7A Active CN107805256B (zh) | 2016-11-30 | 2017-09-30 | 维帕他韦中间体及制备方法和应用 |
CN201710917630.9A Active CN107573380B (zh) | 2016-11-30 | 2017-09-30 | 维帕他韦中间体、制备方法及应用 |
CN201710918856.0A Active CN107674062B (zh) | 2016-11-30 | 2017-09-30 | 抗丙肝药物中间体、制备方法及应用 |
CN201710919030.6A Active CN107759577B (zh) | 2016-11-30 | 2017-09-30 | Gs5816中间体、制备方法及应用 |
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CN201710938737.1A Active CN107674064B (zh) | 2016-11-30 | 2017-09-30 | 维帕他韦中间体、制备方法及维帕他韦的制备方法 |
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CN201710917630.9A Active CN107573380B (zh) | 2016-11-30 | 2017-09-30 | 维帕他韦中间体、制备方法及应用 |
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CN111018870B (zh) * | 2019-11-29 | 2021-07-23 | 南京正济医药研究有限公司 | 一种维帕他韦中间体的制备方法 |
CN113072615B (zh) * | 2021-03-24 | 2023-01-10 | 上海法默生物科技有限公司 | 一种维帕他韦中间体的制备方法 |
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CN103328480A (zh) * | 2011-11-16 | 2013-09-25 | 吉利德科学公司 | 作为抗病毒化合物的缩合的咪唑基咪唑 |
WO2015191437A1 (en) * | 2014-06-11 | 2015-12-17 | Gilead Pharmasset Llc | Processes for preparing antiviral compounds |
CN105732765A (zh) * | 2016-02-01 | 2016-07-06 | 杭州科巢生物科技有限公司 | 丙肝药物维帕他韦的新合成方法 |
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US20130309196A1 (en) * | 2012-05-16 | 2013-11-21 | Gilead Sciences, Inc. | Antiviral compounds |
CN105294713A (zh) * | 2015-10-09 | 2016-02-03 | 重庆康施恩化工有限公司 | Velpatasvir中间体及其制备方法 |
CN106831737B (zh) * | 2017-02-27 | 2020-03-17 | 上海众强药业有限公司 | 维帕他韦及其衍生物的制备 |
CN107501280A (zh) * | 2017-09-05 | 2017-12-22 | 安徽华昌高科药业有限公司 | 一种维帕他韦的合成方法 |
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CN103328480A (zh) * | 2011-11-16 | 2013-09-25 | 吉利德科学公司 | 作为抗病毒化合物的缩合的咪唑基咪唑 |
WO2015191437A1 (en) * | 2014-06-11 | 2015-12-17 | Gilead Pharmasset Llc | Processes for preparing antiviral compounds |
CN105732765A (zh) * | 2016-02-01 | 2016-07-06 | 杭州科巢生物科技有限公司 | 丙肝药物维帕他韦的新合成方法 |
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CN107674063B (zh) | 2020-03-27 |
CN107573380A (zh) | 2018-01-12 |
CN107674062B (zh) | 2020-03-27 |
CN107573355B (zh) | 2020-03-17 |
CN107805256B (zh) | 2020-03-31 |
CN107674063A (zh) | 2018-02-09 |
CN107759577A (zh) | 2018-03-06 |
CN110698489A (zh) | 2020-01-17 |
CN107674064A (zh) | 2018-02-09 |
CN107805256A (zh) | 2018-03-16 |
CN107573355A (zh) | 2018-01-12 |
CN107759577B (zh) | 2020-03-27 |
CN110698489B (zh) | 2022-02-22 |
CN107573380B (zh) | 2020-06-02 |
CN107674062A (zh) | 2018-02-09 |
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