GB1530201A - Process for the preparation of aminoglycoside antibiotics and intermediates therefor - Google Patents

Process for the preparation of aminoglycoside antibiotics and intermediates therefor

Info

Publication number
GB1530201A
GB1530201A GB15421/76A GB1542176A GB1530201A GB 1530201 A GB1530201 A GB 1530201A GB 15421/76 A GB15421/76 A GB 15421/76A GB 1542176 A GB1542176 A GB 1542176A GB 1530201 A GB1530201 A GB 1530201A
Authority
GB
United Kingdom
Prior art keywords
group
groups
formula
preparation
amino
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
GB15421/76A
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.)
Pfizer Ltd
Original Assignee
Pfizer 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 Pfizer Ltd filed Critical Pfizer Ltd
Priority to GB15421/76A priority Critical patent/GB1530201A/en
Priority to IL51775A priority patent/IL51775A/en
Priority to AU23721/77A priority patent/AU497416B2/en
Priority to ZA00771944A priority patent/ZA771944B/en
Priority to NZ189175A priority patent/NZ189175A/en
Priority to NZ183733A priority patent/NZ183733A/en
Priority to NL7703567A priority patent/NL7703567A/en
Priority to LU77108A priority patent/LU77108A1/xx
Priority to PH19649A priority patent/PH14029A/en
Priority to PT66422A priority patent/PT66422B/en
Priority to RO7790001A priority patent/RO74431A/en
Priority to RO77101733A priority patent/RO79969A/en
Priority to GR53193A priority patent/GR68936B/el
Priority to FI771144A priority patent/FI771144A/fi
Priority to AR267190A priority patent/AR219074A1/en
Priority to DK164277A priority patent/DK164277A/en
Priority to BE176696A priority patent/BE853564A/en
Priority to CH457377A priority patent/CH622528A5/en
Priority to PL19737277A priority patent/PL197372A1/en
Priority to PL1977215139A priority patent/PL112867B1/en
Priority to IE761/77A priority patent/IE45030B1/en
Priority to EG217/77A priority patent/EG12909A/en
Priority to FR7711108A priority patent/FR2348223A1/en
Priority to JP4246577A priority patent/JPS52139044A/en
Priority to CA276,055A priority patent/CA1083568A/en
Priority to DD7700198399A priority patent/DD130661A5/en
Priority to BG7737121A priority patent/BG28072A4/en
Priority to BG7736000A priority patent/BG27759A3/en
Priority to DE2716533A priority patent/DE2716533C3/en
Priority to AT261477A priority patent/AT356267B/en
Priority to DD77204695A priority patent/DD135496A5/en
Priority to ES457793A priority patent/ES457793A1/en
Priority to CS772453A priority patent/CS202570B2/en
Priority to JP7490277A priority patent/JPS535141A/en
Priority to US05/851,400 priority patent/US4160082A/en
Priority to CS78731A priority patent/CS202571B2/en
Priority to AT451678A priority patent/AT356273B/en
Publication of GB1530201A publication Critical patent/GB1530201A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H15/00—Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
    • C07H15/20—Carbocyclic rings
    • C07H15/22—Cyclohexane rings, substituted by nitrogen atoms
    • C07H15/222—Cyclohexane rings substituted by at least two nitrogen atoms
    • C07H15/226—Cyclohexane rings substituted by at least two nitrogen atoms with at least two saccharide radicals directly attached to the cyclohexane rings
    • C07H15/234—Cyclohexane rings substituted by at least two nitrogen atoms with at least two saccharide radicals directly attached to the cyclohexane rings attached to non-adjacent ring carbon atoms of the cyclohexane rings, e.g. kanamycins, tobramycin, nebramycin, gentamicin A2
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/04—Antibacterial agents
    • 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

Abstract

The kanamycin derivatives of formula I, in which R is an amino or hydroxyl group and R<1> is an alkyl group optionally substituted by hydroxyl and/or amino groups, are obtained by alkylation of the compounds of formula II, in which R<2> is H or a benzyl group, R<3> is an acyl-protecting group and R<4> is a hydroxyl group or an NHR<3> group, followed by the removal of the R<3> groups and the benzyl group R<2>, where appropriate. The compounds of formula II are new intermediates which are obtained by acylation of a kanamycin A, B or a 3-N-benzylkanamycin A, protected on all its amino functional groups, followed by the removal of the protecting groups and the intramolecular migration of the acyl group from oxygen to nitrogen. <IMAGE>
GB15421/76A 1976-04-14 1976-04-14 Process for the preparation of aminoglycoside antibiotics and intermediates therefor Expired GB1530201A (en)

Priority Applications (37)

Application Number Priority Date Filing Date Title
GB15421/76A GB1530201A (en) 1976-04-14 1976-04-14 Process for the preparation of aminoglycoside antibiotics and intermediates therefor
IL51775A IL51775A (en) 1976-04-14 1977-03-29 Process and novel intermediates for the preparation of 1-n-substituted kanamycin derivatives
AU23721/77A AU497416B2 (en) 1976-04-14 1977-03-29 Preparation of amino glcoside antibiotics and intermediates
ZA00771944A ZA771944B (en) 1976-04-14 1977-03-30 Process for the preparation of aminoglycoside antibiotics and novel intermediates therefor
NZ189175A NZ189175A (en) 1976-04-14 1977-03-30 Intermediates for 1-n-substituted kanamycin derivatives
NZ183733A NZ183733A (en) 1976-04-14 1977-03-30 Preparation of 1-n-substituted-kanamycins
NL7703567A NL7703567A (en) 1976-04-14 1977-04-01 PROCESS FOR PREPARING AMINOGLYCOSIDE ANTIBIOTICS.
LU77108A LU77108A1 (en) 1976-04-14 1977-04-12
PH19649A PH14029A (en) 1976-04-14 1977-04-12 Process for the preparation of aminoglycoside antibiotics
PT66422A PT66422B (en) 1976-04-14 1977-04-12 Process for the preparation of aminoglycoside antibiotics
RO7790001A RO74431A (en) 1976-04-14 1977-04-12 PROCESS FOR THE PREPARATION OF 1-N-SUBSTITUTED KANAMICIN DERIVATIVES
RO77101733A RO79969A (en) 1976-04-14 1977-04-12 PROCESS FOR THE PREPARATION OF KANAMICINE DERIVATIVES
GR53193A GR68936B (en) 1976-04-14 1977-04-12
FI771144A FI771144A (en) 1976-04-14 1977-04-12
AR267190A AR219074A1 (en) 1976-04-14 1977-04-13 PROCEDURE FOR THE PREPARATION OF DERIVATIVES OF 1-N- (4-AMINO-2-HYDROXYBUTYL) -KANAMYCIN, COMPOUNDS USED EXCLUSIVELY AS A RAW MATERIAL FOR THE PREPARATION OF SUCH DERIVATIVES, AND PROCEDURE FOR PREPARING SUCH COMPOUNDS
DK164277A DK164277A (en) 1976-04-14 1977-04-13 Process for removing suspended substances, biogenetic nutrients and dissolved metal compounds from impure water
BE176696A BE853564A (en) 1976-04-14 1977-04-13 PROCESS FOR PREPARING AMINOGLYCOSIDIC ANTIBIOTICS
CH457377A CH622528A5 (en) 1976-04-14 1977-04-13 Process for the preparation of aminoglycoside antibiotics
PL19737277A PL197372A1 (en) 1976-04-14 1977-04-13 METHOD OF MAKING CANAMYCIN DERIVATIVES
PL1977215139A PL112867B1 (en) 1976-04-14 1977-04-13 Process for preparing novel derivatives of kanamycin
IE761/77A IE45030B1 (en) 1976-04-14 1977-04-13 Process for the preparation of aminoglycoside antibiotics and novel intermediates therefor
EG217/77A EG12909A (en) 1976-04-14 1977-04-13 Process for the preparation of aminoglycoside antibiotics and novel intermediates therefor
FR7711108A FR2348223A1 (en) 1976-04-14 1977-04-13 PROCESS FOR PREPARING AMINOGLYCOSIDIC ANTIBIOTICS
JP4246577A JPS52139044A (en) 1976-04-14 1977-04-13 Process for manufacture of aminoglycoside series antibiotics and new intermediates thereof and process for manufacture thereof
CA276,055A CA1083568A (en) 1976-04-14 1977-04-13 Process for the preparation of aminoglycoside antibiotics and novel intermediates therefor
DD7700198399A DD130661A5 (en) 1976-04-14 1977-04-14 METHOD FOR THE PRODUCTION OF AMINOGLYCOSIDE ANTIBIOTICA
BG7737121A BG28072A4 (en) 1976-04-14 1977-04-14 Method of obtaining of 1-substitvated canamyzine derivatives
BG7736000A BG27759A3 (en) 1976-04-14 1977-04-14 Method of obtaining of aminoglucoside antibiotics
DE2716533A DE2716533C3 (en) 1976-04-14 1977-04-14 N-acetylated or -haloacetylated kanamycins A and B, process for their preparation and their use
AT261477A AT356267B (en) 1976-04-14 1977-04-14 METHOD FOR PRODUCING AMINOGLYCOSIDE COMPOUNDS
DD77204695A DD135496A5 (en) 1976-04-14 1977-04-14 PROCESS FOR PREPARING INTERMEDIATE PRODUCTS FOR AMINOGLYCOSIDE ANTIBIOTICA
ES457793A ES457793A1 (en) 1976-04-14 1977-04-14 Process for the preparation of aminoglycoside antibiotics and intermediates therefor
CS772453A CS202570B2 (en) 1976-04-14 1977-04-14 Process for preparing aminoglycsidic antibiotics
JP7490277A JPS535141A (en) 1976-04-14 1977-06-23 New intermediates of aminoglycoside and process for manufacture thereof
US05/851,400 US4160082A (en) 1976-04-14 1977-11-14 Intermediates for aminoglycoside antibiotics
CS78731A CS202571B2 (en) 1976-04-14 1978-02-03 Process for preparing selective protected derivative of kanamycine a or kanamicine b
AT451678A AT356273B (en) 1976-04-14 1978-06-21 METHOD FOR PRODUCING NEW PROTECTED KANAMYCIN COMPOUNDS

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB15421/76A GB1530201A (en) 1976-04-14 1976-04-14 Process for the preparation of aminoglycoside antibiotics and intermediates therefor

Publications (1)

Publication Number Publication Date
GB1530201A true GB1530201A (en) 1978-10-25

Family

ID=10058845

Family Applications (1)

Application Number Title Priority Date Filing Date
GB15421/76A Expired GB1530201A (en) 1976-04-14 1976-04-14 Process for the preparation of aminoglycoside antibiotics and intermediates therefor

Country Status (28)

Country Link
JP (2) JPS52139044A (en)
AR (1) AR219074A1 (en)
AT (1) AT356267B (en)
AU (1) AU497416B2 (en)
BE (1) BE853564A (en)
BG (2) BG28072A4 (en)
CA (1) CA1083568A (en)
CH (1) CH622528A5 (en)
CS (1) CS202570B2 (en)
DD (2) DD135496A5 (en)
DE (1) DE2716533C3 (en)
DK (1) DK164277A (en)
EG (1) EG12909A (en)
ES (1) ES457793A1 (en)
FI (1) FI771144A (en)
FR (1) FR2348223A1 (en)
GB (1) GB1530201A (en)
GR (1) GR68936B (en)
IE (1) IE45030B1 (en)
IL (1) IL51775A (en)
LU (1) LU77108A1 (en)
NL (1) NL7703567A (en)
NZ (1) NZ183733A (en)
PH (1) PH14029A (en)
PL (2) PL197372A1 (en)
PT (1) PT66422B (en)
RO (2) RO79969A (en)
ZA (1) ZA771944B (en)

Families Citing this family (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2924659A1 (en) * 1979-06-19 1981-01-22 Bayer Ag PSEUDOTRISACCHARIDE, THEIR PRODUCTION AND USE AS A MEDICINAL PRODUCT
JPH0414628Y2 (en) * 1984-12-13 1992-04-02
JPS61191642U (en) * 1985-05-20 1986-11-28
IT1225484B (en) * 1987-11-27 1990-11-14 Pierrel Spa SYNTHESIS PROCEDURE OF AMIKACINA
CN101481397B (en) * 2009-01-23 2012-10-31 北京大学 Novel kanamycin A derivative, and preparation and use thereof
PL3400944T3 (en) 2010-11-08 2020-11-16 Albireo Ab Ibat inhibitors for the treatment of liver diseases
US10709755B2 (en) 2014-06-25 2020-07-14 Elobix Ab Solid formulation and method for preventing or reducing coloration thereof
WO2015199146A1 (en) 2014-06-25 2015-12-30 味の素株式会社 Solid preparation and method for stabilizing same
EP3012252A1 (en) 2014-10-24 2016-04-27 Ferring BV Crystal modifications of elobixibat
US10441604B2 (en) 2016-02-09 2019-10-15 Albireo Ab Cholestyramine pellets and methods for preparation thereof
US10441605B2 (en) 2016-02-09 2019-10-15 Albireo Ab Oral cholestyramine formulation and use thereof
US10786529B2 (en) 2016-02-09 2020-09-29 Albireo Ab Oral cholestyramine formulation and use thereof
US11007142B2 (en) 2018-08-09 2021-05-18 Albireo Ab Oral cholestyramine formulation and use thereof
US10722457B2 (en) 2018-08-09 2020-07-28 Albireo Ab Oral cholestyramine formulation and use thereof

Also Published As

Publication number Publication date
BE853564A (en) 1977-10-13
PL197372A1 (en) 1979-06-18
PT66422B (en) 1978-09-18
JPS5549587B2 (en) 1980-12-12
ES457793A1 (en) 1978-08-01
PT66422A (en) 1977-05-01
GR68936B (en) 1982-03-29
IE45030B1 (en) 1982-06-02
PH14029A (en) 1980-12-12
AU2372177A (en) 1978-10-05
RO79969B (en) 1983-01-30
PL112867B1 (en) 1980-11-29
DK164277A (en) 1977-10-15
DE2716533B2 (en) 1981-04-30
IL51775A (en) 1980-07-31
JPS5421326B2 (en) 1979-07-30
ATA261477A (en) 1979-09-15
JPS52139044A (en) 1977-11-19
DD135496A5 (en) 1979-05-09
ZA771944B (en) 1978-03-29
EG12909A (en) 1979-12-31
FI771144A (en) 1977-10-15
DE2716533A1 (en) 1977-11-03
DD130661A5 (en) 1978-04-19
JPS535141A (en) 1978-01-18
LU77108A1 (en) 1979-01-18
BG28072A4 (en) 1980-02-25
IE45030L (en) 1977-10-14
RO74431A (en) 1981-08-30
FR2348223A1 (en) 1977-11-10
RO79969A (en) 1983-02-01
NL7703567A (en) 1977-10-18
IL51775A0 (en) 1977-05-31
AU497416B2 (en) 1978-12-14
CH622528A5 (en) 1981-04-15
AT356267B (en) 1980-04-25
BG27759A3 (en) 1979-12-12
CS202570B2 (en) 1981-01-30
NZ183733A (en) 1979-12-11
CA1083568A (en) 1980-08-12
AR219074A1 (en) 1980-07-31
DE2716533C3 (en) 1982-05-13

Similar Documents

Publication Publication Date Title
GB1530201A (en) Process for the preparation of aminoglycoside antibiotics and intermediates therefor
BE841087A (en) FILM COOLING SYSTEM OF COMBUSTION CHAMBERS
ES467601A1 (en) 7[(2-Amino-thiazol-4-yl)glyoxylamido]-cephem derivatives and processes for their preparation
AU563160B2 (en) Heterocyclic compounds
SU584052A1 (en) Method of obtaining refractory combinations
IT1095462B (en) PROCESS FOR THE ISOMERIZATION OF CICLOESAN BIS (METHYLAMINE) TO OBTAIN STEREOISOMERS
ES472657A1 (en) 1-N-Kanamycin derivatives
ES469303A1 (en) Process for the preparation of kanamycin derivatives
GB2005246A (en) beta -Lactam compounds and processes for their preparation
FR2315491A1 (en) PROCESS FOR PREPARATION OF AROMATIC HYDROCARBONS BY DEHYDROCYCLODIMERIZATION
UA7033A1 (en) Process for preparation of n-(2-oxo-3-oxazolidinyl)acetamide derivatives
BE840643A (en) PROCESS FOR DIAZOTATION OF AROMATIC AMINES
AU543519B2 (en) New peptide amides and process for their manufacture
SE7612960L (en) TIENAMYCIN DERIVATIVES
SE7511229L (en) ANTIQUE BACTERIAL AGENT
BE846769A (en) PROCESS FOR PURIFYING SOLVENTS OF THE CHLORINATED HYDROCARBON CLASS
IE44230L (en) 1, 3-diaza-bicyclo [3,2, 0] heptane derivatives
JPS51131722A (en) Hammer unit for high speed printer
JPS5246047A (en) Process for preparation of novel aminocyclitol derivatives
JPS51138660A (en) Process for prep aration of polycyclic urethanes
ES463456A1 (en) Process for the preparation of garamine and garamine derivatives
IT1060880B (en) PROCESS FOR THE PREPARATION OF 3 BROMOBENZALDEHYDE
JPS5384987A (en) Cephalosporin-analogous antibiotics
FR2290450A1 (en) PROCEDURE FOR REMOVING METHYL GROUPS FROM AMINOGLYCOSIDE ANTIBIOTICS
DK25184A (en) THERAPEUTICALLY EFFECTIVE ADENOSIN DERIVATIVES AND PROCEDURES FOR PREPARING THEREOF

Legal Events

Date Code Title Description
PS Patent sealed [section 19, patents act 1949]
PCNP Patent ceased through non-payment of renewal fee