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WO2005066175A3 - Carbapenem intermediates and processes for their preparation - Google Patents

Carbapenem intermediates and processes for their preparation Download PDF

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Publication number
WO2005066175A3
WO2005066175A3 PCT/GB2005/000034 GB2005000034W WO2005066175A3 WO 2005066175 A3 WO2005066175 A3 WO 2005066175A3 GB 2005000034 W GB2005000034 W GB 2005000034W WO 2005066175 A3 WO2005066175 A3 WO 2005066175A3
Authority
WO
WIPO (PCT)
Prior art keywords
processes
preparation
formula
compounds
carbapenem
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.)
Ceased
Application number
PCT/GB2005/000034
Other languages
French (fr)
Other versions
WO2005066175A2 (en
Inventor
Michael Anthony Harris
Simon Lancelot Howie
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.)
Glaxo Group Ltd
Original Assignee
Glaxo Group Ltd
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 Glaxo Group Ltd filed Critical Glaxo Group Ltd
Publication of WO2005066175A2 publication Critical patent/WO2005066175A2/en
Publication of WO2005066175A3 publication Critical patent/WO2005066175A3/en
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D477/00—Heterocyclic compounds containing 1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. carbapenicillins, thienamycins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulphur-containing hetero ring
    • C07D477/10—Heterocyclic compounds containing 1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. carbapenicillins, thienamycins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulphur-containing hetero ring with hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached in position 4, and with a carbon atom having three bonds to hetero atoms with at the most one bond to halogen, e.g. an ester or nitrile radical, directly attached in position 2
    • C07D477/12—Heterocyclic compounds containing 1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. carbapenicillins, thienamycins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulphur-containing hetero ring with hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached in position 4, and with a carbon atom having three bonds to hetero atoms with at the most one bond to halogen, e.g. an ester or nitrile radical, directly attached in position 2 with hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, attached in position 6
    • C07D477/14—Heterocyclic compounds containing 1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. carbapenicillins, thienamycins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulphur-containing hetero ring with hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached in position 4, and with a carbon atom having three bonds to hetero atoms with at the most one bond to halogen, e.g. an ester or nitrile radical, directly attached in position 2 with hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, attached in position 6 with hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, attached in position 3
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
    • C07D403/06—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D477/00—Heterocyclic compounds containing 1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. carbapenicillins, thienamycins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulphur-containing hetero ring
    • C07D477/02—Preparation
    • 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)
  • Molecular Biology (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

The cyclization of compounds of formula (II) to carbapenem compounds of formula (III). wherein R1 is an oxygen protecting group, such as a silyl ether e.g. TBS and R is a readily removable carboxy protecting group, may be used in an improved process to prepare antibacterial compounds of formula (I).
PCT/GB2005/000034 2004-01-09 2005-01-07 Carbapenem intermediates and processes for their preparation Ceased WO2005066175A2 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GBGB0400405.7A GB0400405D0 (en) 2004-01-09 2004-01-09 Novel processes
GB0400405.7 2004-01-09

Publications (2)

Publication Number Publication Date
WO2005066175A2 WO2005066175A2 (en) 2005-07-21
WO2005066175A3 true WO2005066175A3 (en) 2006-01-12

Family

ID=31503632

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/GB2005/000034 Ceased WO2005066175A2 (en) 2004-01-09 2005-01-07 Carbapenem intermediates and processes for their preparation

Country Status (2)

Country Link
GB (1) GB0400405D0 (en)
WO (1) WO2005066175A2 (en)

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1995011905A1 (en) * 1993-10-29 1995-05-04 Smithkline Beecham Plc 2-(pyrazol-3-yl)carbapenem derivatives
WO1996034869A1 (en) * 1995-05-03 1996-11-07 Smithkline Beecham Plc Esters of carbapenems

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1995011905A1 (en) * 1993-10-29 1995-05-04 Smithkline Beecham Plc 2-(pyrazol-3-yl)carbapenem derivatives
WO1996034869A1 (en) * 1995-05-03 1996-11-07 Smithkline Beecham Plc Esters of carbapenems

Also Published As

Publication number Publication date
WO2005066175A2 (en) 2005-07-21
GB0400405D0 (en) 2004-02-11

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