CA2310714C - Process for preparing neuraminidase inhibitor ro-64-0796 - Google Patents

Process for preparing neuraminidase inhibitor ro-64-0796 Download PDF

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Publication number
CA2310714C
CA2310714C CA002310714A CA2310714A CA2310714C CA 2310714 C CA2310714 C CA 2310714C CA 002310714 A CA002310714 A CA 002310714A CA 2310714 A CA2310714 A CA 2310714A CA 2310714 C CA2310714 C CA 2310714C
Authority
CA
Canada
Prior art keywords
formula
cyclohex
amino
independently
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.)
Expired - Lifetime
Application number
CA002310714A
Other languages
English (en)
French (fr)
Other versions
CA2310714A1 (en
Inventor
Martin Karpf
Rene Trussardi
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
F Hoffmann La Roche AG
Original Assignee
F Hoffmann La Roche AG
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by F Hoffmann La Roche AG filed Critical F Hoffmann La Roche AG
Publication of CA2310714A1 publication Critical patent/CA2310714A1/en
Application granted granted Critical
Publication of CA2310714C publication Critical patent/CA2310714C/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C213/00—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton
    • C07C213/04—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton by reaction of ammonia or amines with olefin oxides or halohydrins
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
    • C07C209/04—Preparation of compounds containing amino groups bound to a carbon skeleton by substitution of functional groups by amino groups
    • C07C209/14—Preparation of compounds containing amino groups bound to a carbon skeleton by substitution of functional groups by amino groups by substitution of hydroxy groups or of etherified or esterified hydroxy groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
    • C07C209/04—Preparation of compounds containing amino groups bound to a carbon skeleton by substitution of functional groups by amino groups
    • C07C209/14—Preparation of compounds containing amino groups bound to a carbon skeleton by substitution of functional groups by amino groups by substitution of hydroxy groups or of etherified or esterified hydroxy groups
    • C07C209/16—Preparation of compounds containing amino groups bound to a carbon skeleton by substitution of functional groups by amino groups by substitution of hydroxy groups or of etherified or esterified hydroxy groups with formation of amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C213/00—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton
    • C07C213/08—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton by reactions not involving the formation of amino groups, hydroxy groups or etherified or esterified hydroxy groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C217/00—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton
    • C07C217/52—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups or amino groups bound to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00—Carboxylic acid amides
    • C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C233/45—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by carboxyl groups
    • C07C233/52—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by carboxyl groups with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by a carbon atom of a ring other than a six-membered aromatic ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C317/00—Sulfones; Sulfoxides
    • C07C317/44—Sulfones; Sulfoxides having sulfone or sulfoxide groups and carboxyl groups bound to the same carbon skeleton
    • C07C317/48—Sulfones; Sulfoxides having sulfone or sulfoxide groups and carboxyl groups bound to the same carbon skeleton the carbon skeleton being further substituted by singly-bound nitrogen atoms, not being part of nitro or nitroso groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C317/00—Sulfones; Sulfoxides
    • C07C317/44—Sulfones; Sulfoxides having sulfone or sulfoxide groups and carboxyl groups bound to the same carbon skeleton
    • C07C317/48—Sulfones; Sulfoxides having sulfone or sulfoxide groups and carboxyl groups bound to the same carbon skeleton the carbon skeleton being further substituted by singly-bound nitrogen atoms, not being part of nitro or nitroso groups
    • C07C317/50—Sulfones; Sulfoxides having sulfone or sulfoxide groups and carboxyl groups bound to the same carbon skeleton the carbon skeleton being further substituted by singly-bound nitrogen atoms, not being part of nitro or nitroso groups at least one of the nitrogen atoms being part of any of the groups, X being a hetero atom, Y being any atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
    • C07C2601/16—Systems containing only non-condensed rings with a six-membered ring the ring being unsaturated

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Medicines Containing Plant Substances (AREA)
  • Hydrogenated Pyridines (AREA)
CA002310714A 1999-06-11 2000-06-06 Process for preparing neuraminidase inhibitor ro-64-0796 Expired - Lifetime CA2310714C (en)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
EP99111418 1999-06-11
EP00103588 2000-02-21
EP99111418.2 2000-02-21
EP00103588.0 2000-02-21

Publications (2)

Publication Number Publication Date
CA2310714A1 CA2310714A1 (en) 2000-12-11
CA2310714C true CA2310714C (en) 2008-08-19

Family

ID=26070572

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002310714A Expired - Lifetime CA2310714C (en) 1999-06-11 2000-06-06 Process for preparing neuraminidase inhibitor ro-64-0796

Country Status (10)

Country Link
US (2) US6437171B1 (enExample)
EP (1) EP1059283B1 (enExample)
JP (1) JP4656696B2 (enExample)
KR (1) KR100679780B1 (enExample)
CN (1) CN1191230C (enExample)
AT (1) ATE241589T1 (enExample)
CA (1) CA2310714C (enExample)
DE (1) DE60002949T2 (enExample)
DK (1) DK1059283T3 (enExample)
ES (1) ES2198244T3 (enExample)

Families Citing this family (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1059283B1 (en) * 1999-06-11 2003-05-28 F. Hoffmann-La Roche Ag Process for preparing neuraminidase inhibitor ro-64-0796
JP2001131144A (ja) * 1999-11-02 2001-05-15 Sagami Chem Res Center ７−アザビシクロ［４．１．０］ヘプト−３−エン−３−カルボン酸エステル類の製造方法
US6518048B2 (en) * 2000-04-10 2003-02-11 Hoffmann-La Roche Inc. Stereo-specific synthesis of shimikic acid derivatives with improved efficiency
GB0202563D0 (en) * 2002-02-04 2002-03-20 Glaxo Group Ltd Process
US7122684B2 (en) * 2003-03-13 2006-10-17 Roche Colorado Corporation Process for preparing 1,2-diamino compounds
US7875730B2 (en) 2004-02-23 2011-01-25 Cadila Healthcare Ltd. Process for manufacture of racemic Carvedilol
ES2345778T3 (es) * 2004-09-02 2010-10-01 F. Hoffmann-La Roche Ag Proceso para la preparacion de acido 4,5-diamino siquimico.
KR100819759B1 (ko) * 2005-12-01 2008-04-07 (주)파인켐 아자이드 화합물의 폭발성을 제거한 공정을 이용한 1,2-다이아미노 화합물 또는 이의 부가염 제조 방법
WO2008028057A2 (en) * 2006-08-30 2008-03-06 President And Fellows Of Harvard College Shikimic acid-derived compounds for inhibition and detection of aurora a-associated tumors
WO2010143700A1 (ja) * 2009-06-09 2010-12-16 国立大学法人 岡山大学 ジヒドロキシヘキセン酸エステル及びその製造方法
JP4496351B1 (ja) * 2009-09-01 2010-07-07 国立大学法人 岡山大学 １，３−ジオキソラン化合物及びその製造方法
CN113024396B (zh) * 2019-12-25 2024-01-30 上海奥博生物医药股份有限公司 一种奥司他韦的制备方法及其中间体
CN111153818B (zh) * 2020-03-13 2023-03-28 遂成药业股份有限公司 一种制备抗病毒药物达菲中间体叔丁胺衍生物i的方法
CN111499536B (zh) * 2020-05-06 2022-10-18 湖南欧亚药业有限公司 一种奥司他韦的制备方法

Family Cites Families (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1593775A1 (de) * 1967-04-13 1971-03-25 Basf Ag Verfahren zur Herstellung von 1,2-Diaminen
JPS57144247A (en) * 1981-03-02 1982-09-06 Lion Corp Preparation of n-substituted amino-alcohol compound
JPH04368356A (ja) * 1991-06-12 1992-12-21 Nitto Denko Corp Ｎ，ｎ−ジメチル−３−アミノ−２−メチル−２−プロパノールの製造方法。
US5866601A (en) 1995-02-27 1999-02-02 Gilead Sciences, Inc. Carbocyclic compounds
SG45864A1 (en) 1995-02-27 1999-04-27 Novel selective inhibitors of viral or bacterial neuraminidases
US5763483A (en) 1995-12-29 1998-06-09 Gilead Sciences, Inc. Carbocyclic compounds
US5859284A (en) 1996-08-23 1999-01-12 Gilead Sciences, Inc. Preparation of carbocyclic compounds
DK0920410T3 (da) * 1996-08-23 2002-06-10 Gilead Sciences Inc Fremgangsmåde til fremstilling af cyclohexencarboxylatderivater
US6518438B2 (en) * 1996-08-23 2003-02-11 Gilead Sciences, Inc. Preparation of cyclohexene carboxylate derivatives
US5994377A (en) 1996-10-21 1999-11-30 Gilead Sciences, Inc. Piperidine compounds
JPH10251190A (ja) * 1997-03-11 1998-09-22 Sumitomo Chem Co Ltd 芳香族ケトン化合物、その製造方法およびその中間体
US5886213A (en) 1997-08-22 1999-03-23 Gilead Sciences, Inc. Preparation of carbocyclic compounds
WO1999014185A1 (en) * 1997-09-17 1999-03-25 Gilead Sciences, Inc. Compounds containing six-membered rings, processes for their preparation, and their use as medicaments
JP3075558B2 (ja) * 1998-01-16 2000-08-14 日本たばこ産業株式会社 光学活性アミノアルコール類の製造方法
EP1059283B1 (en) * 1999-06-11 2003-05-28 F. Hoffmann-La Roche Ag Process for preparing neuraminidase inhibitor ro-64-0796

Also Published As

Publication number Publication date
KR20010049507A (ko) 2001-06-15
KR100679780B1 (ko) 2007-02-07
CN1277957A (zh) 2000-12-27
CN1191230C (zh) 2005-03-02
US6939986B2 (en) 2005-09-06
CA2310714A1 (en) 2000-12-11
EP1059283B1 (en) 2003-05-28
US20020095040A1 (en) 2002-07-18
EP1059283A1 (en) 2000-12-13
US6437171B1 (en) 2002-08-20
DE60002949D1 (de) 2003-07-03
JP2001031631A (ja) 2001-02-06
ES2198244T3 (es) 2004-02-01
DK1059283T3 (da) 2003-09-15
JP4656696B2 (ja) 2011-03-23
ATE241589T1 (de) 2003-06-15
DE60002949T2 (de) 2004-05-19

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Effective date: 20200606