GB1302015A - - Google Patents

Info

Publication number
GB1302015A
GB1302015A GB5275570A GB5275570A GB1302015A GB 1302015 A GB1302015 A GB 1302015A GB 5275570 A GB5275570 A GB 5275570A GB 5275570 A GB5275570 A GB 5275570A GB 1302015 A GB1302015 A GB 1302015A
Authority
GB
United Kingdom
Prior art keywords
formula
integer
group
hydroxy
blocked
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
GB5275570A
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 filed Critical
Publication of GB1302015A publication Critical patent/GB1302015A/en
Expired legal-status Critical Current

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Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D501/00Heterocyclic compounds containing 5-thia-1-azabicyclo [4.2.0] octane ring systems, i.e. compounds containing a ring system of the formula:, e.g. cephalosporins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring
    • C07D501/14Compounds having a nitrogen atom directly attached in position 7
    • C07D501/16Compounds having a nitrogen atom directly attached in position 7 with a double bond between positions 2 and 3
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D501/00Heterocyclic compounds containing 5-thia-1-azabicyclo [4.2.0] octane ring systems, i.e. compounds containing a ring system of the formula:, e.g. cephalosporins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring
    • C07D501/14Compounds having a nitrogen atom directly attached in position 7
    • C07D501/16Compounds having a nitrogen atom directly attached in position 7 with a double bond between positions 2 and 3
    • C07D501/207-Acylaminocephalosporanic or substituted 7-acylaminocephalosporanic acids in which the acyl radicals are derived from carboxylic acids
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D501/00Heterocyclic compounds containing 5-thia-1-azabicyclo [4.2.0] octane ring systems, i.e. compounds containing a ring system of the formula:, e.g. cephalosporins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring
    • C07D501/14Compounds having a nitrogen atom directly attached in position 7
    • C07D501/16Compounds having a nitrogen atom directly attached in position 7 with a double bond between positions 2 and 3
    • C07D501/207-Acylaminocephalosporanic or substituted 7-acylaminocephalosporanic acids in which the acyl radicals are derived from carboxylic acids
    • C07D501/247-Acylaminocephalosporanic or substituted 7-acylaminocephalosporanic acids in which the acyl radicals are derived from carboxylic acids with hydrocarbon radicals, substituted by hetero atoms or hetero rings, attached in position 3

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Cephalosporin Compounds (AREA)

Abstract

1302015 Cephalosporins ELI LILLY & CO 5 Nov 1970 [13 Nov 1969] 52755/70 Heading C2A A method for the cleavage of the 7-carboxamido group of a cephalosporin of Formula I wherein R is aminoadipoyl, C 2 -C 8 alkanoyl, a group of Formula II, III or IV X is C 2 -C 6 alkanoyloxy, C 2 -C 6 thioalkanoyloxy, C 6 -C 12 thioaroyloxy, hydroxy, mercapto, hydrogen, C 1 -C 6 alkoxy or C 1 -C 6 alkylthio, Y is O, S or a carbon-to-carbon bond; n is an integer of 0-3 and is at least 1 when Y is O or S; m is an integer of 1 to 3 and Q is amino or hydroxy; comprises blocking the carboxyl, amino, hydroxy and mercapto groups in the molecule, treating the blocked cephalosporin with a halogenating agent to convert the 7 -carboxamido group to an imino halide, treating the imino halide with an alkanol or benzyl alcohol to form an imino ether, and hydrolysing the imino ether to form a 7-amino group and blocking the carboxyl groups by converting them to a mixed anhydride derived from an acid having the formula R<SP>1</SP>-COOH, wherein R<SP>1</SP> is C 1 -C 8 alkyl, alkenyl or alkynyl or a group of Formula V or VI wherein Y is O, S or a carbon-to-carbon bond, n is an integer of 0 to 3 and is at least 1 when Y is O or S ; Z is O, S or and m is an integer of 1 to 3. The invention also comprises blocked cephalosporins of general formula VII whose carboxyl groups are blocked by converting them to a mixed anhydride derived from an acid which has the general formula R<SP>1</SP> being defined as above.
GB5275570A 1969-11-13 1970-11-05 Expired GB1302015A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US87659769A 1969-11-13 1969-11-13

Publications (1)

Publication Number Publication Date
GB1302015A true GB1302015A (en) 1973-01-04

Family

ID=25368102

Family Applications (1)

Application Number Title Priority Date Filing Date
GB5275570A Expired GB1302015A (en) 1969-11-13 1970-11-05

Country Status (24)

Country Link
JP (1) JPS4940479B1 (en)
AT (1) AT301027B (en)
BE (1) BE758800A (en)
BR (1) BR6915070D0 (en)
CA (1) CA977747A (en)
CH (1) CH550200A (en)
CS (1) CS167298B2 (en)
CY (1) CY798A (en)
DE (1) DE2056491A1 (en)
ES (1) ES385395A1 (en)
FR (1) FR2067278B1 (en)
GB (1) GB1302015A (en)
HK (1) HK17576A (en)
IE (1) IE34699B1 (en)
IL (1) IL35522A (en)
MY (1) MY7500099A (en)
NL (1) NL171899C (en)
NO (1) NO143318C (en)
PL (1) PL88926B1 (en)
RO (1) RO58347A (en)
SE (1) SE380808B (en)
SU (1) SU501676A3 (en)
YU (1) YU36183B (en)
ZA (1) ZA707137B (en)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5248993B1 (en) * 1971-07-29 1977-12-14
US4008231A (en) * 1975-09-15 1977-02-15 Eli Lilly And Company Preparation of 3-methoxymethylcephalosporins
GR70261B (en) * 1977-12-12 1982-09-02 Takeda Chemical Industries Ltd

Also Published As

Publication number Publication date
FR2067278B1 (en) 1973-02-02
RO58347A (en) 1975-09-15
NL7016199A (en) 1971-05-17
IL35522A0 (en) 1970-12-24
MY7500099A (en) 1975-12-31
CH550200A (en) 1974-06-14
FR2067278A1 (en) 1971-08-20
SU501676A3 (en) 1976-01-30
CS167298B2 (en) 1976-04-29
SE380808B (en) 1975-11-17
NO143318C (en) 1981-01-14
BE758800A (en) 1971-05-12
AT301027B (en) 1972-08-25
NL171899C (en) 1983-06-01
DE2056491A1 (en) 1971-08-26
JPS4940479B1 (en) 1974-11-02
CY798A (en) 1976-12-01
IL35522A (en) 1974-09-10
YU36183B (en) 1982-02-25
ZA707137B (en) 1972-05-31
YU276270A (en) 1981-06-30
NO143318B (en) 1980-10-06
NL171899B (en) 1983-01-03
IE34699B1 (en) 1975-07-23
ES385395A1 (en) 1973-04-16
BR6915070D0 (en) 1973-07-17
PL88926B1 (en) 1976-10-30
HK17576A (en) 1976-04-02
CA977747A (en) 1975-11-11
IE34699L (en) 1971-05-13

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Legal Events

Date Code Title Description
PS Patent sealed [section 19, patents act 1949]
PE20 Patent expired after termination of 20 years