IE34398L - Azetidinones - Google Patents

Azetidinones

Info

Publication number
IE34398L
IE34398L IE700941A IE94170A IE34398L IE 34398 L IE34398 L IE 34398L IE 700941 A IE700941 A IE 700941A IE 94170 A IE94170 A IE 94170A IE 34398 L IE34398 L IE 34398L
Authority
IE
Ireland
Prior art keywords
aralkyl
optionally substituted
affords
acyl
july
Prior art date
Application number
IE700941A
Other versions
IE34398B1 (en
Original Assignee
Beecham 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 Beecham Group Ltd filed Critical Beecham Group Ltd
Publication of IE34398L publication Critical patent/IE34398L/en
Publication of IE34398B1 publication Critical patent/IE34398B1/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D205/00—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom
    • C07D205/02—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings
    • C07D205/06—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D205/08—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with one oxygen atom directly attached in position 2, e.g. beta-lactams
    • C07D205/09—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with one oxygen atom directly attached in position 2, e.g. beta-lactams with a sulfur atom directly attached in position 4
    • C07D205/095—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with one oxygen atom directly attached in position 2, e.g. beta-lactams with a sulfur atom directly attached in position 4 and with a nitrogen atom directly attached in position 3

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Cephalosporin Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

1,269,279. Azetidinones. BEECHAM GROUP Ltd. 20 July, 1970 [29 July, 1969], No. 37977/69. Heading C2C. Novel compounds I (including acid addition salts thereof and stereoisomers) where R is optionally substituted alkyl, aralkyl O alkenyl, R<SP>1</SP> is H, or optionally substituted alkyl, aralkyl or aryl or a salt forming ion, R<SP>2</SP> is H or optionally substituted aralkyl or acyl and R<SP>3</SP> is H or optionally substituted aralkyl, are made by reacting penicillanic acid derivatives (II), in anhydrous liquid medium, with a strong base which does not cleave the #-lactam ring, and with an alkylating, aralkylating or alkenylating agent to introduce R; II are such that the products I are those where R<SP>2</SP> is aralkyl (removal of aralkyl, e.g. trityl is conveniently removed utilizing p-toluene-sulphonic acid, affords I where R<SP>2</SP> is H; subsequent acylation affords I, where R<SP>2</SP> is acyl) and R<SP>1</SP> is alkyl, aralkyl or aryl (catalytic hydrogenation or hydrolysis accordingly affords the free acids I). The starting materials (II), e.g. benzyl and pmethoxybenzyl 6 - # - (triphenylmethylamino) penicillanates, are prepared, e.g. by the tritylation of the appropriate 6-aminopenicillanic acid esters. [GB1269279A]
IE941/70A 1969-07-29 1970-07-20 Azetidinones and their preparation IE34398B1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB37977/69A GB1269279A (en) 1969-07-29 1969-07-29 Azetidinones and their preparation

Publications (2)

Publication Number Publication Date
IE34398L true IE34398L (en) 1971-01-29
IE34398B1 IE34398B1 (en) 1975-04-30

Family

ID=10400348

Family Applications (1)

Application Number Title Priority Date Filing Date
IE941/70A IE34398B1 (en) 1969-07-29 1970-07-20 Azetidinones and their preparation

Country Status (12)

Country Link
AT (1) AT298672B (en)
BE (1) BE754125A (en)
CA (1) CA923910A (en)
CH (1) CH538472A (en)
DE (1) DE2037193A1 (en)
ES (1) ES382211A1 (en)
FR (1) FR2059575B1 (en)
GB (1) GB1269279A (en)
IE (1) IE34398B1 (en)
IL (1) IL34965A0 (en)
NL (1) NL7011045A (en)
ZA (1) ZA705089B (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE787329R (en) * 1972-01-27 1973-02-08 Beecham Group Ltd HETEROCYCLIC COMPOUNDS WITH BETA-LACTAM CYCLE USEFUL FOR THE SYNTHESIS OF PENICILLINS AND CEPHALOSPORINS AND COMPOUNDS

Also Published As

Publication number Publication date
ES382211A1 (en) 1972-11-16
CH538472A (en) 1973-06-30
IL34965A0 (en) 1970-09-17
IE34398B1 (en) 1975-04-30
ZA705089B (en) 1971-04-28
DE2037193A1 (en) 1971-02-11
FR2059575B1 (en) 1977-03-25
GB1269279A (en) 1972-04-06
CA923910A (en) 1973-04-03
AT298672B (en) 1972-05-25
NL7011045A (en) 1971-02-02
BE754125A (en) 1971-01-29
FR2059575A1 (en) 1971-06-04

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