MX9804047A - Proceso para 6-0-alquilacion de derivados de eritromicina. - Google Patents

Proceso para 6-0-alquilacion de derivados de eritromicina.

Info

Publication number
MX9804047A
MX9804047A MX9804047A MX9804047A MX9804047A MX 9804047 A MX9804047 A MX 9804047A MX 9804047 A MX9804047 A MX 9804047A MX 9804047 A MX9804047 A MX 9804047A MX 9804047 A MX9804047 A MX 9804047A
Authority
MX
Mexico
Prior art keywords
hydrogen
hydroxy
polar aprotic
alkylation
reaction
Prior art date
Application number
MX9804047A
Other languages
English (en)
Inventor
Jih-Hua Liu
George A Foster Jr
Stephen H Montgomery
Original Assignee
Abbott Lab
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 Abbott Lab filed Critical Abbott Lab
Publication of MX9804047A publication Critical patent/MX9804047A/es

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07HSUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H17/00Compounds containing heterocyclic radicals directly attached to hetero atoms of saccharide radicals
    • C07H17/04Heterocyclic radicals containing only oxygen as ring hetero atoms
    • C07H17/08Hetero rings containing eight or more ring members, e.g. erythromycins
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/04Antibacterial agents
    • YGENERAL 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
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02PCLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00Technologies relating to chemical industry
    • Y02P20/50Improvements relating to the production of bulk chemicals
    • Y02P20/55Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Biochemistry (AREA)
  • Biotechnology (AREA)
  • Genetics & Genomics (AREA)
  • Molecular Biology (AREA)
  • Communicable Diseases (AREA)
  • Oncology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Animal Behavior & Ethology (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Saccharide Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)

Abstract

Un procedimiento para preparar compuestos de 6-O-alquil eritromicina que tiene la formula (I), en donde R1 es un grupo alquilo inferior, R2 y R3 son independientemente hidrogeno o un grupo protector hidroxi, excepto que R2 y R3 pueden no ser ambos hidrogeno de manera simultánea; Y es oxígeno o una oxima específicamente substituida; y Z es hidrogeno, hidroxi o hidroxi protegido; mediante reaccion del compuesto en donde R1 es hidrogeno con un reactivo de alquilacion, en presencia de una base fuerte de metal alcalino y también en presencia de una base débil de amina orgánica, en un solvente aprotico polar agitado adecuado, una mezcla de dichos solventes aproticos polares mantenidos a una temperatura de reaccion y durante un tiempo suficiente para efectuar la alquilacion.
MX9804047A 1995-11-21 1998-05-21 Proceso para 6-0-alquilacion de derivados de eritromicina. MX9804047A (es)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US08/560,752 US5872229A (en) 1995-11-21 1995-11-21 Process for 6-O-alkylation of erythromycin derivatives

Publications (1)

Publication Number Publication Date
MX9804047A true MX9804047A (es) 1998-09-30

Family

ID=24239215

Family Applications (1)

Application Number Title Priority Date Filing Date
MX9804047A MX9804047A (es) 1995-11-21 1998-05-21 Proceso para 6-0-alquilacion de derivados de eritromicina.

Country Status (11)

Country Link
US (2) US5872229A (es)
EP (1) EP0874862B1 (es)
JP (2) JP2000500488A (es)
AT (1) ATE236919T1 (es)
CA (1) CA2237470C (es)
DE (1) DE69627381T2 (es)
DK (1) DK0874862T3 (es)
ES (1) ES2196184T3 (es)
MX (1) MX9804047A (es)
PT (1) PT874862E (es)
WO (1) WO1997019096A2 (es)

Families Citing this family (35)

* Cited by examiner, † Cited by third party
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US5858986A (en) * 1996-07-29 1999-01-12 Abbott Laboratories Crystal form I of clarithromycin
IL127833A (en) * 1996-07-29 2004-06-20 Abbott Lab Preparation of the crystalline form II of clarithromycin
US5844105A (en) * 1996-07-29 1998-12-01 Abbott Laboratories Preparation of crystal form II of clarithromycin
US5945405A (en) 1997-01-17 1999-08-31 Abbott Laboratories Crystal form O of clarithromycin
US5892008A (en) * 1997-12-16 1999-04-06 Abbott Laboratories Process for the preparation of 6-O-methyl erythromycin a using 9-hydroxy erythromycin derivatives
KR100317907B1 (ko) * 1998-11-24 2001-12-24 김 완 주 신규한 중간체, 이를 이용한 마크로라이드계 항생제의제조방법
US6437106B1 (en) 1999-06-24 2002-08-20 Abbott Laboratories Process for preparing 6-o-substituted erythromycin derivatives
KR100336447B1 (ko) * 1999-11-24 2002-05-15 민경윤 클라리스로마이신의 개선된 제조방법
US6627743B1 (en) 1999-12-03 2003-09-30 Abbott Laboratories 6-O-methylerythromycin A crystal form III
EP1254146B1 (en) * 1999-12-16 2005-08-24 Teva Pharmaceutical Industries Ltd. Processes for preparing clarithromycin polymorphs and novel polymorph iv
PL356645A1 (en) 2000-01-11 2004-06-28 Teva Pharmaceutical Industries Ltd. Processes for preparing clarithromycin polymorphs
US6565882B2 (en) * 2000-02-24 2003-05-20 Advancis Pharmaceutical Corp Antibiotic composition with inhibitor
US6544555B2 (en) 2000-02-24 2003-04-08 Advancis Pharmaceutical Corp. Antibiotic product, use and formulation thereof
CZ20023167A3 (cs) 2000-02-29 2003-10-15 Teva Pharmaceutical Industries Ltd. Způsob přípravy klaritromycinu a klaritromycinového meziproduktu, v podstatě prostého oximu a farmaceutický prostředek, který jej obsahuje
DE60122791T2 (de) * 2000-03-15 2007-10-04 Hanmi Pharm. Co., Ltd. Verfahren zur Herstellung von Clarythromycin mit nicht pharmazeutischer Qualität
KR20000037126A (ko) * 2000-04-08 2000-07-05 김용규 6-메틸 에리스로마이신 a의 제조방법
US20020068078A1 (en) * 2000-10-13 2002-06-06 Rudnic Edward M. Antifungal product, use and formulation thereof
US6541014B2 (en) * 2000-10-13 2003-04-01 Advancis Pharmaceutical Corp. Antiviral product, use and formulation thereof
US6455680B1 (en) 2000-12-21 2002-09-24 Abbott Laboratories Methods utilizing aryl thioimines in synthesis of erythromycin derivatives
US20020197314A1 (en) * 2001-02-23 2002-12-26 Rudnic Edward M. Anti-fungal composition
TWI246515B (en) 2001-05-30 2006-01-01 Abbott Lab An arylation method for the functionalization of O-allyl erythromycin derivatives
US7435805B2 (en) 2003-05-30 2008-10-14 Glaxpsmithkline Istrazivacki O-alkyl macrolide and azalide derivatives and regioselective process for their preparation
US8313775B2 (en) * 2003-07-21 2012-11-20 Shionogi Inc. Antibiotic product, use and formulation thereof
JP2006528185A (ja) * 2003-07-21 2006-12-14 アドバンシス ファーマスーティカル コーポレイション 抗生物質製剤、その使用法及び作成方法
US8313776B2 (en) * 2003-07-21 2012-11-20 Shionogi Inc. Antibiotic product, use and formulation thereof
WO2005016311A1 (en) * 2003-08-11 2005-02-24 Advancis Pharmaceutical Corporation Robust pellet
JP2007502294A (ja) * 2003-08-12 2007-02-08 アドバンシス ファーマスーティカル コーポレイション 抗生物質製剤、その使用法及び作成方法
EP1658034A4 (en) * 2003-08-29 2011-06-22 Middlebrook Pharmaceuticals Inc ANTIBIOTIC PRODUCT, ITS USE AND FORMULATION
JP2007513869A (ja) * 2003-09-15 2007-05-31 アドバンシス ファーマスーティカル コーポレイション 抗生物質製剤、その使用法及び作成方法
WO2005062898A2 (en) * 2003-12-24 2005-07-14 Advancis Pharmaceutical Corporation Enhanced absorption of modified release dosage forms
JP2008505124A (ja) * 2004-07-02 2008-02-21 アドバンシス ファーマスーティカル コーポレイション パルス送達用錠剤
US8778924B2 (en) * 2006-12-04 2014-07-15 Shionogi Inc. Modified release amoxicillin products
US8357394B2 (en) 2005-12-08 2013-01-22 Shionogi Inc. Compositions and methods for improved efficacy of penicillin-type antibiotics
US8299052B2 (en) 2006-05-05 2012-10-30 Shionogi Inc. Pharmaceutical compositions and methods for improved bacterial eradication
US20090054634A1 (en) * 2007-08-09 2009-02-26 Vinod Kumar Kansal Process for the preparation of clarithromycin

Family Cites Families (25)

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US3869444A (en) 1972-10-10 1975-03-04 Abbott Lab Esters of erythromycin oxime
FR2473525A1 (fr) 1980-01-11 1981-07-17 Roussel Uclaf Nouvelles oximes derivees de l'erythromycine, leur procede de preparation et leur application comme medicaments
US4331803A (en) 1980-06-04 1982-05-25 Taisho Pharmaceutical Co., Ltd. Novel erythromycin compounds
US4336368A (en) 1981-04-20 1982-06-22 Pfizer Inc. 4 Deoxy-4-methylene oleandomycin and derivatives thereof
JPS5896095A (ja) 1981-11-30 1983-06-07 Taisho Pharmaceut Co Ltd 11−o−アルキルエリスロマイシンa誘導体
JPS5896097A (ja) 1981-12-01 1983-06-07 Taisho Pharmaceut Co Ltd エリスロマイシンb誘導体
JPS5896098A (ja) 1981-12-03 1983-06-07 Taisho Pharmaceut Co Ltd エリスロマイシンa誘導体
US4526889A (en) 1982-11-15 1985-07-02 Pfizer Inc. Epimeric azahomoerythromycin A derivative, intermediates and method of use
JPS60120895A (ja) * 1983-12-02 1985-06-28 Taisho Pharmaceut Co Ltd 6−0−メチル−2′−0,ν−ビス(ベンジルオキシカルボニル)−ν−デメチルエリスロマイシンaの製法
JPS60214796A (ja) * 1984-04-06 1985-10-28 Taisho Pharmaceut Co Ltd 6−0−メチルエリスロマイシン類の製法
JPS61103890A (ja) 1984-10-26 1986-05-22 Taisho Pharmaceut Co Ltd 6−0−メチルエリスロマイシンa誘導体
GB8506380D0 (en) 1985-03-12 1985-04-11 Beecham Group Plc Chemical compounds
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US4670549A (en) 1985-03-18 1987-06-02 Taisho Pharmaceutical Co., Ltd. Method for selective methylation of erythromycin a derivatives
JPS61229895A (ja) 1985-04-03 1986-10-14 Nippon Zeon Co Ltd 保護化デス−n−メチルエリスロマイシン誘導体
US4640910A (en) 1985-11-12 1987-02-03 Abbott Laboratories Erythromycin A silylated compounds and method of use
JPS63107994A (ja) 1986-05-02 1988-05-12 Taisho Pharmaceut Co Ltd エリスロマイシン誘導体
US4740502A (en) 1986-06-20 1988-04-26 Abbott Laboratories Semisynthetic erythromycin antibiotics
JPH0764867B2 (ja) * 1986-09-18 1995-07-12 大正製薬株式会社 6−o−メチルエリスロマイシンa誘導体およびその製造方法
EP0260938B1 (en) * 1986-09-18 1992-12-09 Taisho Pharmaceutical Co. Ltd Erythromycin a derivatives and method for preparing the same
JP2526951B2 (ja) * 1986-12-17 1996-08-21 大正製薬株式会社 エリスロマイシンa誘導体およびその製造方法
KR960000434B1 (ko) * 1986-12-17 1996-01-06 다이쇼 세이야꾸 가부시끼가이샤 에리스로마이신 a유도체 및 그의 제조 방법
JP2751385B2 (ja) 1988-05-19 1998-05-18 大正製薬株式会社 エリスロマイシンaオキシム及びその塩の製造方法
JP2782793B2 (ja) * 1988-06-15 1998-08-06 大正製薬株式会社 エリスロマイシンa誘導体およびその製造方法
US5302705A (en) 1989-10-07 1994-04-12 Taisho Pharmaceutical Co., Ltd. 6-O-methylerythromycin a oxime derivatives

Also Published As

Publication number Publication date
CA2237470A1 (en) 1997-05-29
USRE39383E1 (en) 2006-11-07
ES2196184T3 (es) 2003-12-16
ATE236919T1 (de) 2003-04-15
WO1997019096A3 (en) 1997-07-03
PT874862E (pt) 2003-08-29
DE69627381D1 (de) 2003-05-15
EP0874862A2 (en) 1998-11-04
EP0874862B1 (en) 2003-04-09
JP2008110976A (ja) 2008-05-15
CA2237470C (en) 2005-01-18
WO1997019096A2 (en) 1997-05-29
JP2000500488A (ja) 2000-01-18
DE69627381T2 (de) 2004-03-25
DK0874862T3 (da) 2003-07-28
US5872229A (en) 1999-02-16

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Legal Events

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FG Grant or registration
MM Annulment or lapse due to non-payment of fees