FR2388827A1 - PROCESS FOR THE PRODUCTION OF 1-N- (O-AMINO-A-HYDROXYALCANOYL) -AMINOGLYCOSIDIC ANTIBIOTICS - Google Patents

PROCESS FOR THE PRODUCTION OF 1-N- (O-AMINO-A-HYDROXYALCANOYL) -AMINOGLYCOSIDIC ANTIBIOTICS

Info

Publication number
FR2388827A1
FR2388827A1 FR7812591A FR7812591A FR2388827A1 FR 2388827 A1 FR2388827 A1 FR 2388827A1 FR 7812591 A FR7812591 A FR 7812591A FR 7812591 A FR7812591 A FR 7812591A FR 2388827 A1 FR2388827 A1 FR 2388827A1
Authority
FR
France
Prior art keywords
amino
groups
hydroxyalcanoyl
production
aminoglycoside
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.)
Granted
Application number
FR7812591A
Other languages
French (fr)
Other versions
FR2388827B1 (en
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.)
Bristol Myers Co
Original Assignee
Bristol Myers Co
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 Bristol Myers Co filed Critical Bristol Myers Co
Publication of FR2388827A1 publication Critical patent/FR2388827A1/en
Application granted granted Critical
Publication of FR2388827B1 publication Critical patent/FR2388827B1/fr
Granted legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07HSUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H15/00Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
    • C07H15/20Carbocyclic rings
    • C07H15/22Cyclohexane rings, substituted by nitrogen atoms
    • C07H15/222Cyclohexane rings substituted by at least two nitrogen atoms
    • C07H15/226Cyclohexane rings substituted by at least two nitrogen atoms with at least two saccharide radicals directly attached to the cyclohexane rings
    • C07H15/234Cyclohexane 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
    • YGENERAL 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
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02PCLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00Technologies relating to chemical industry
    • Y02P20/50Improvements relating to the production of bulk chemicals
    • Y02P20/55Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Health & Medical Sciences (AREA)
  • Biochemistry (AREA)
  • Biotechnology (AREA)
  • General Health & Medical Sciences (AREA)
  • Genetics & Genomics (AREA)
  • Molecular Biology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Saccharide Compounds (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

L'invention concerne un procédé de préparation d'un 1-N-Ø omega -amino- alpha -hydroxyalcanoylõ aminoglycoside ou d'un sel d'addition d'acide acceptable du point de vue pharmaceutique de ce composé. Le procédé consiste à faire réagir un aminoglycoside polysilylé renfermant éventuellement un à trois groupes autres que les groupes silyle protégeant des fonctions amino autres que la fonction amino en C-1, dans un solvant organique sensiblement anhydre, avec un dérivé acylant d'un acide hydroxycarboxylique aminé à groupe amino protégé, puis à éliminer tous les groupes protecteurs. Les composés obtenus par le procédé de l'invention sont des antibiotiques.Disclosed is a process for preparing a 1-N-Ø omega -amino-alpha -hydroxyalkanoylõ aminoglycoside or a pharmaceutically acceptable acid addition salt thereof. The process consists in reacting a polysilylated aminoglycoside optionally containing one to three groups other than the silyl groups protecting amino functions other than the C-1 amino function, in a substantially anhydrous organic solvent, with an acylating derivative of a hydroxycarboxylic acid amino to protected amino group, then removing all protecting groups. The compounds obtained by the process of the invention are antibiotics.

FR7812591A 1977-04-28 1978-04-27 PROCESS FOR THE PRODUCTION OF 1-N- (O-AMINO-A-HYDROXYALCANOYL) -AMINOGLYCOSIDIC ANTIBIOTICS Granted FR2388827A1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US79180677A 1977-04-28 1977-04-28
US88858578A 1978-03-20 1978-03-20

Publications (2)

Publication Number Publication Date
FR2388827A1 true FR2388827A1 (en) 1978-11-24
FR2388827B1 FR2388827B1 (en) 1982-07-09

Family

ID=27121201

Family Applications (2)

Application Number Title Priority Date Filing Date
FR7812589A Granted FR2388826A1 (en) 1977-04-28 1978-04-27 PREPARATION OF 1-N- (O) AMINO-A-HYDROXYALKANOY) KANAMYCINS
FR7812591A Granted FR2388827A1 (en) 1977-04-28 1978-04-27 PROCESS FOR THE PRODUCTION OF 1-N- (O-AMINO-A-HYDROXYALCANOYL) -AMINOGLYCOSIDIC ANTIBIOTICS

Family Applications Before (1)

Application Number Title Priority Date Filing Date
FR7812589A Granted FR2388826A1 (en) 1977-04-28 1978-04-27 PREPARATION OF 1-N- (O) AMINO-A-HYDROXYALKANOY) KANAMYCINS

Country Status (27)

Country Link
JP (1) JPS53149951A (en)
AR (1) AR218910A1 (en)
AT (1) AT357675B (en)
CA (2) CA1105454A (en)
CH (1) CH639104A5 (en)
CS (1) CS207607B2 (en)
CY (1) CY1241A (en)
DE (2) DE2818822A1 (en)
DK (2) DK165450C (en)
EG (1) EG13710A (en)
ES (1) ES469303A1 (en)
FI (1) FI781288A (en)
FR (2) FR2388826A1 (en)
GB (1) GB1598294A (en)
HK (1) HK51484A (en)
IE (2) IE46945B1 (en)
IT (2) IT1156718B (en)
KE (1) KE3398A (en)
LU (1) LU79541A1 (en)
MY (1) MY8500528A (en)
NL (1) NL178790C (en)
NO (2) NO149635C (en)
PL (1) PL117307B1 (en)
PT (1) PT67959B (en)
SE (2) SE447259B (en)
SG (1) SG22884G (en)
YU (2) YU41590B (en)

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS55306A (en) * 1978-04-28 1980-01-05 Bristol Myers Co Manufacture of 11nn*omegaaaminooalphaahydroxy alkanoyl**aminoglycoside antibiotic
CN1646484A (en) * 2002-02-19 2005-07-27 天藤制药株式会社 Lactic acid derivative
KR101296099B1 (en) 2007-11-21 2014-02-26 아카오젠, 인코포레이티드 Antibacterial aminoglycoside analogs
WO2010132759A1 (en) 2009-05-15 2010-11-18 Achaogen, Inc. Antibacterial derivatives of dibekacin
WO2010132757A2 (en) * 2009-05-15 2010-11-18 Achaogen, Inc. Antibacterial aminoglycoside analogs
WO2010132760A1 (en) 2009-05-15 2010-11-18 Achaogen, Inc. Antibacterial derivatives of tobramycin
WO2010132765A2 (en) 2009-05-15 2010-11-18 Achaogen, Inc. Antibacterial aminoglycoside analogs
WO2010132768A1 (en) 2009-05-15 2010-11-18 Achaogen, Inc. Antibacterial derivatives of sisomicin

Also Published As

Publication number Publication date
CS207607B2 (en) 1981-08-31
AR218910A1 (en) 1980-07-15
LU79541A1 (en) 1978-11-28
CA1100953A (en) 1981-05-12
NL178790B (en) 1985-12-16
DK182978A (en) 1978-10-29
KE3398A (en) 1984-06-08
DE2818992A1 (en) 1978-11-23
IT7849137A0 (en) 1978-04-28
SE7804973L (en) 1978-10-29
IE780841L (en) 1978-10-28
AT357675B (en) 1980-07-25
NO149635C (en) 1984-05-23
CY1241A (en) 1984-06-29
FR2388827B1 (en) 1982-07-09
DK183078A (en) 1978-10-29
YU102578A (en) 1983-01-21
PT67959A (en) 1978-05-01
JPS53149951A (en) 1978-12-27
DK165450B (en) 1992-11-30
DE2818822C2 (en) 1989-01-26
PL206457A1 (en) 1980-03-24
YU41590B (en) 1987-12-31
NL178790C (en) 1986-05-16
GB1598294A (en) 1981-09-16
NO781437L (en) 1978-10-31
FR2388826A1 (en) 1978-11-24
CH639104A5 (en) 1983-10-31
DK165450C (en) 1993-04-13
IE780842L (en) 1978-10-28
ES469303A1 (en) 1979-09-16
JPS5721277B2 (en) 1982-05-06
DE2818992C2 (en) 1988-03-17
EG13710A (en) 1982-09-30
IT7849136A0 (en) 1978-04-28
YU102478A (en) 1982-10-31
DE2818822A1 (en) 1978-11-09
IE46945B1 (en) 1983-11-16
SE447259B (en) 1986-11-03
IE47271B1 (en) 1984-02-08
CA1105454A (en) 1981-07-21
ATA312778A (en) 1979-12-15
NO154697C (en) 1986-12-03
IT1156718B (en) 1987-02-04
MY8500528A (en) 1985-12-31
DK172543B1 (en) 1998-12-07
IT1105500B (en) 1985-11-04
PL117307B1 (en) 1981-07-31
NL7804503A (en) 1978-10-31
SG22884G (en) 1985-01-04
FI781288A (en) 1978-10-29
FR2388826B1 (en) 1982-12-10
SE8305538D0 (en) 1983-10-07
PT67959B (en) 1980-03-05
NO149635B (en) 1984-02-13
NO154697B (en) 1986-08-25
NO831197L (en) 1978-10-31
SE8305538L (en) 1983-10-07
HK51484A (en) 1984-06-22
SE461148B (en) 1990-01-15

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Legal Events

Date Code Title Description
CC Supplementary protection certificate (spc) laid open to the public (law of 25 june 1990)

Free format text: 92C0103, 920429

CD Change of name or company name
CB Supplementary protection certificate (spc) granted (law of 25 june 1990)

Free format text: 92C0103, 780427

CL Concession to grant licences