GB1319216A - 6,9-oxygen bridged erythromycin derivatives - Google Patents

6,9-oxygen bridged erythromycin derivatives

Info

Publication number
GB1319216A
GB1319216A GB1319216DA GB1319216A GB 1319216 A GB1319216 A GB 1319216A GB 1319216D A GB1319216D A GB 1319216DA GB 1319216 A GB1319216 A GB 1319216A
Authority
GB
United Kingdom
Prior art keywords
erythromycin
hydrogen
epoxide
enol ether
dihydroerythromycin
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
Application number
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.)
Abbott Laboratories
Original Assignee
Abbott Laboratories
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 Laboratories filed Critical Abbott Laboratories
Publication of GB1319216A publication Critical patent/GB1319216A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H17/00—Compounds containing heterocyclic radicals directly attached to hetero atoms of saccharide radicals
    • C07H17/04—Heterocyclic radicals containing only oxygen as ring hetero atoms
    • C07H17/08—Hetero rings containing eight or more ring members, e.g. erythromycins

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Biochemistry (AREA)
  • Biotechnology (AREA)
  • General Health & Medical Sciences (AREA)
  • Genetics & Genomics (AREA)
  • Molecular Biology (AREA)
  • Saccharide Compounds (AREA)

Abstract

1319216 Erythromycin derivatives ABBOTT LABORATORIES 24 March 1972 14080/72 Heading C2A The invention comprises erythromycin compounds of Formula I wherein R 1 is hydrogen or hydroxy and when R 1 is hydrogen, R 2 and R 3 are each hydrogen or are joined together to form a double bond between the 8 and 9 positions; and when R 1 is OH, R 2 and R 3 are each hydrogen. Specific compounds of Formula I include 8,9-anhydroerythromycin B 6,9-hemiketal in which R 1 is H and R 2 and R 3 are joined to form a double bond, 9-dihydroerythromycin A 6,9-epoxide in which R 1 is OH and R 2 and R 3 are hydrogen, and 9- dihydroerythromycin B 6,9-epoxide. A method of producing erythromycin B enol ether comprises the steps of preparing a solution or suspension of erythromycin B in an anhydrous acid, stirring the mixture of erythromycin B and anhydrous acid for from 1 to 4 hours at a temperature of 20‹ to 30‹ C., removing excess acid at a temperature of less than 60‹ C. and isolating the erythromycin B enol ether. A method of producing 9-dihydro-6,9-epoxide of erythromycin A and B by the action of a hydrogenating agent on the appropriate erythromycin enol ether in the presence of a suitable catalyst is described.
GB1319216D 1972-03-24 1972-03-24 6,9-oxygen bridged erythromycin derivatives Expired GB1319216A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB1408072 1972-03-24

Publications (1)

Publication Number Publication Date
GB1319216A true GB1319216A (en) 1973-06-06

Family

ID=10034634

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1319216D Expired GB1319216A (en) 1972-03-24 1972-03-24 6,9-oxygen bridged erythromycin derivatives

Country Status (1)

Country Link
GB (1) GB1319216A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7407941B2 (en) 2003-08-26 2008-08-05 Pfizer, Inc. N-desmethyl-N-substituted-11-deoxyerythromycin compounds

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7407941B2 (en) 2003-08-26 2008-08-05 Pfizer, Inc. N-desmethyl-N-substituted-11-deoxyerythromycin compounds

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Legal Events

Date Code Title Description
PS Patent sealed
PLNP Patent lapsed through nonpayment of renewal fees