ES435110A1 - Process for the manufacture of 7-beta-amino-cephem-3-ol-4-carboxylic acid compounds - Google Patents

Process for the manufacture of 7-beta-amino-cephem-3-ol-4-carboxylic acid compounds

Info

Publication number
ES435110A1
ES435110A1 ES435110A ES435110A ES435110A1 ES 435110 A1 ES435110 A1 ES 435110A1 ES 435110 A ES435110 A ES 435110A ES 435110 A ES435110 A ES 435110A ES 435110 A1 ES435110 A1 ES 435110A1
Authority
ES
Spain
Prior art keywords
group
formula
transformed
salt
compound
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
ES435110A
Other languages
Spanish (es)
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.)
Novartis AG
Original Assignee
Ciba Geigy AG
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
Priority claimed from CH269374A external-priority patent/CH601310A5/en
Priority claimed from CH776674A external-priority patent/CH610584A5/en
Application filed by Ciba Geigy AG filed Critical Ciba Geigy AG
Publication of ES435110A1 publication Critical patent/ES435110A1/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C313/00—Sulfinic acids; Sulfenic acids; Halides, esters or anhydrides thereof; Amides of sulfinic or sulfenic acids, i.e. compounds having singly-bound oxygen atoms of sulfinic or sulfenic groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
    • C07C313/02—Sulfinic acids; Derivatives thereof
    • C07C313/04—Sulfinic acids; Esters thereof
    • 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
    • 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)
  • Cephalosporin Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

Procedure for obtaining 7-β-amino-3-cephem-3-ol-4-carboxylic acid compounds of the formula **(See formula)** where R1a represents hydrogen or a protective amino group R1a, and R1b means hydrogen or an acyl group Ac, or R1a and R1b together represent a bivalent protective amino group, R2 means hydroxy or a residue which together with the carbonyl group -C (= O) - forms a protective carboxyl group R2A, and R3 signifies hydrogen, lower alkyl, or a protective hydroxy group, as well as 1-oxides of the 3-cephem compounds of formula IA and the corresponding 2-cephem compounds of formula **(See formula)** where R1a, R1b, R2 and R3 have the meanings indicated above, or the salts of such compounds with salt-forming groups, characterized in that a compound of formula **(See formula)** where R1a, R1b and R2A have the meanings indicated under formula IA, R3o means lower alkyl or a hydroxy protecting group, and Y represents an leaving group, is treated with a base and, if desired, in a compound obtained of formula IA or IB the protected carboxyl group of formula -C (O) -R2A is transformed into the free carboxyl group, or into another protected carboxyl group, and/or, if desired, the protected hydroxy group -O-R3o is transformed into a free hydroxy group and/or the free hydroxy group -O-R3o obtained is transformed into a lower alkoxy group -O-R3 and/or, if desired, within the definition of the final products, a compound obtained is transformed into another compound, and/or if desired, a compound obtained with a salt-forming group is transformed into a salt or a salt obtained in the free compound or into another salt and/or, if desired, a mixture obtained from isomeric compounds is separates into different isomers. (Machine-translation by Google Translate, not legally binding)
ES435110A 1974-02-26 1975-02-26 Process for the manufacture of 7-beta-amino-cephem-3-ol-4-carboxylic acid compounds Expired ES435110A1 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
CH269374A CH601310A5 (en) 1974-02-26 1974-02-26 7-Amino-3-hydroxy-2(or 3)-cephem-4-carboxylic acid derivs prepn
CH776674A CH610584A5 (en) 1974-02-26 1974-06-05 Process for the preparation of 2-(3-amino-2-oxo-4-sulphonylthio-1- azetidinyl)-3-methylenebutyric acid derivatives
CH1100074 1974-08-12

Publications (1)

Publication Number Publication Date
ES435110A1 true ES435110A1 (en) 1977-03-16

Family

ID=27173851

Family Applications (2)

Application Number Title Priority Date Filing Date
ES435110A Expired ES435110A1 (en) 1974-02-26 1975-02-26 Process for the manufacture of 7-beta-amino-cephem-3-ol-4-carboxylic acid compounds
ES452915A Expired ES452915A1 (en) 1974-02-26 1976-11-02 Process for the manufacture of 7-beta-amino-cephem-3-ol-4-carboxylic acid compounds

Family Applications After (1)

Application Number Title Priority Date Filing Date
ES452915A Expired ES452915A1 (en) 1974-02-26 1976-11-02 Process for the manufacture of 7-beta-amino-cephem-3-ol-4-carboxylic acid compounds

Country Status (21)

Country Link
JP (1) JPS625919B2 (en)
AR (1) AR208538A1 (en)
AT (2) AT337362B (en)
AU (1) AU498131B2 (en)
BE (1) BE825919A (en)
BG (1) BG26201A3 (en)
CA (2) CA1059988A (en)
DD (1) DD117074A5 (en)
DE (1) DE2506330A1 (en)
DK (2) DK73475A (en)
ES (2) ES435110A1 (en)
FI (1) FI66389C (en)
FR (1) FR2261761B1 (en)
GB (1) GB1503581A (en)
HU (1) HU175212B (en)
IE (1) IE40695B1 (en)
IL (1) IL46699A (en)
NL (1) NL7502292A (en)
NO (1) NO750625L (en)
NZ (1) NZ176623A (en)
SE (3) SE431652B (en)

Families Citing this family (22)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
IT1044247B (en) * 1974-08-02 1980-03-20 Farmaceutici Italia INTERMEDIATES FOR THE SYNTHESIS OF LACTAMIC DERIVATIVES AND PROCEDURE FOR THEIR PREPARATION
CA1136132A (en) * 1975-02-17 1982-11-23 Teruji Tsuji Cyclization to form cephem ring and intermediates therefor
JPS5198265A (en) * 1975-02-17 1976-08-30
AT342197B (en) * 1975-02-20 1978-03-28 Ciba Geigy Ag NEW PROCESS FOR PRODUCING 3-CEPHEM CONNECTIONS
US4029645A (en) * 1975-11-17 1977-06-14 E. R. Squibb & Sons, Inc. Mercury intermediates useful in the preparation of 2-alkoxy cephalosporins
US4301279A (en) 1979-02-23 1981-11-17 Ciba-Geigy Corporation Process for the production of 3-hydroxy compounds
JPH0639474B2 (en) * 1983-03-04 1994-05-25 大塚化学株式会社 Method for producing cephalosporin compound
JPS59228854A (en) * 1983-06-08 1984-12-22 真井　康博 Chemical liquid injection by compressed gas and chemical liquid storing syringe
JPS60115562A (en) * 1983-11-28 1985-06-22 Otsuka Chem Co Ltd Production of azetidinone derivative
GB2152497B (en) * 1983-11-28 1987-08-05 Otsuka Kagaku Kk Process for the preparation of azetidinone derivatives
JPS60126263A (en) * 1983-12-12 1985-07-05 Otsuka Chem Co Ltd Production of azetidinone derivative
JPS60237061A (en) * 1984-05-08 1985-11-25 Otsuka Chem Co Ltd Preparation of azetidinone derivative
JPS61178961A (en) * 1985-02-01 1986-08-11 Otsuka Chem Co Ltd Production of azetidinone derivative
DE3725375A1 (en) * 1987-07-31 1989-02-09 Bayer Ag STABLE OXAPENEM-3-CARBONSAEURES
JP3195959B2 (en) * 1991-03-13 2001-08-06 大塚化学株式会社 Method for producing 3-hydroxycephem derivative
WO2004039813A1 (en) * 2002-11-01 2004-05-13 Orchid Chemicals & Pharmaceuticals Ltd An improved process for the preparation of chloro methyl cephem derivatives
MY171577A (en) 2011-12-20 2019-10-21 Hoffmann La Roche 2',4'-difluoro-2'-methyl substituted nucleoside derivatives as inhibitors of hcv rna replication
HK1200835A1 (en) 2011-12-20 2015-08-14 Riboscience Llc 4'-azido, 3'-fluoro substituted nucleoside derivatives as inhibitors of hcv rna replication
US20180200280A1 (en) 2013-05-16 2018-07-19 Riboscience Llc 4'-Fluoro-2'-Methyl Substituted Nucleoside Derivatives as Inhibitors of HCV RNA Replication
EP2996695B1 (en) 2013-05-16 2022-04-13 Riboscience LLC 4'-fluoro-2'-methyl substituted nucleoside derivatives
AU2014272055A1 (en) 2013-05-16 2015-12-24 Riboscience Llc 4'-azido, 3'-deoxy-3'-fluoro substituted nucleoside derivatives
EP3684374B1 (en) 2017-09-21 2025-07-30 Riboscience LLC 4'-fluoro-2'-methyl substituted nucleoside derivatives as inhibitors of hcv rna replication

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2230372A1 (en) * 1972-06-21 1973-01-11 Fujisawa Pharmaceutical Co Cepham and cephem derivs - useful as antibiotics
AR206201A1 (en) * 1972-06-29 1976-07-07 Ciba Geigy Ag PROCEDURE FOR OBTAINING ACID COMPOUNDS 7BETA-AMINO-3-CEFEM-3-01-4-CARBOXILICO0-SUBSTITUIDOS
SE428022B (en) * 1972-06-29 1983-05-30 Ciba Geigy Ag 7BETA-AMINO-CEFAM-3-ON-4-CARBOXYLIC ACID COMPOUNDS FOR USE FOR THE PRODUCTION OF CEPHALOSPORINE DERIVATIVES

Also Published As

Publication number Publication date
DD117074A5 (en) 1975-12-20
SE7501317L (en) 1975-08-27
FR2261761B1 (en) 1978-08-18
FI66389B (en) 1984-06-29
BE825919A (en) 1975-08-25
JPS625919B2 (en) 1987-02-07
AT350068B (en) 1979-05-10
BG26201A3 (en) 1979-02-15
IL46699A0 (en) 1975-04-25
SE7807811L (en) 1978-07-13
IE40695B1 (en) 1979-08-01
SE438854B (en) 1985-05-13
FI66389C (en) 1984-10-10
SE431652B (en) 1984-02-20
JPS50129590A (en) 1975-10-13
AU7849875A (en) 1976-08-26
SE7807810L (en) 1978-07-13
ATA108275A (en) 1976-10-15
CA1059988A (en) 1979-08-07
IE40695L (en) 1975-08-26
ATA28178A (en) 1978-10-15
FI750503A7 (en) 1975-08-27
NO750625L (en) 1975-08-27
GB1503581A (en) 1978-03-15
CA1080713A (en) 1980-07-01
IL46699A (en) 1977-11-30
SE438855B (en) 1985-05-13
ES452915A1 (en) 1977-11-01
DE2506330A1 (en) 1975-09-04
AR208538A1 (en) 1977-02-15
AT337362B (en) 1977-06-27
NL7502292A (en) 1975-08-28
DK73475A (en) 1975-10-20
NZ176623A (en) 1978-04-03
DK348678A (en) 1978-08-07
FR2261761A1 (en) 1975-09-19
HU175212B (en) 1980-06-28
AU498131B2 (en) 1979-02-15

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