SE7414332L - - Google Patents

Info

Publication number
SE7414332L
SE7414332L SE7414332A SE7414332A SE7414332L SE 7414332 L SE7414332 L SE 7414332L SE 7414332 A SE7414332 A SE 7414332A SE 7414332 A SE7414332 A SE 7414332A SE 7414332 L SE7414332 L SE 7414332L
Authority
SE
Sweden
Prior art keywords
compound
kanamycin
carbobenzoxykanamycin
benzyloxycarbonylaminoalpha
norbornene
Prior art date
Application number
SE7414332A
Other versions
SE419649B (en
Inventor
T Naito
M Oka
S Nakagawa
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 SE7414332L publication Critical patent/SE7414332L/xx
Publication of SE419649B publication Critical patent/SE419649B/en

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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/46—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with hetero atoms directly attached to the ring nitrogen atom

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)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

A kanamycin derivative of the formula IV <IMAGE> is prepared by reacting 6-carbobenzoxykanamycin A with, for example, benzaldehyde to give the corresponding Schiff's base which, after reaction with the N-hydroxy-5-norbornene-2,3-dicarboximide ester of L- gamma -benzyloxycarbonylaminoalpha -hydroxybutyric acid and subsequent hydrogenation of the residue in situ, yields the compound IV. The process is more selective than known processes in respect of the acylation of the 1-amino group. The compound has excellent antibacterial activity exceeding that of kanamycin A.
SE7414332A 1973-11-14 1974-11-14 PROCEDURE FOR PREPARING 1- / L - (-) - GAMMA-AMINO-ALFA-HYDROXY-BUTYRYL / -CANAMYCINE A SE419649B (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US41558973A 1973-11-14 1973-11-14
US47278074A 1974-05-23 1974-05-23

Publications (2)

Publication Number Publication Date
SE7414332L true SE7414332L (en) 1975-05-15
SE419649B SE419649B (en) 1981-08-17

Family

ID=27023027

Family Applications (2)

Application Number Title Priority Date Filing Date
SE7414332A SE419649B (en) 1973-11-14 1974-11-14 PROCEDURE FOR PREPARING 1- / L - (-) - GAMMA-AMINO-ALFA-HYDROXY-BUTYRYL / -CANAMYCINE A
SE7706005A SE441272B (en) 1973-11-14 1977-05-23 PROCEDURE FOR PREPARING 6'-N-BENZYLOXICARBONYL-CANAMYCINE A

Family Applications After (1)

Application Number Title Priority Date Filing Date
SE7706005A SE441272B (en) 1973-11-14 1977-05-23 PROCEDURE FOR PREPARING 6'-N-BENZYLOXICARBONYL-CANAMYCINE A

Country Status (11)

Country Link
JP (1) JPS572719B2 (en)
CA (1) CA1030961A (en)
CH (1) CH617441A5 (en)
DK (1) DK142991C (en)
ES (1) ES431912A1 (en)
FI (1) FI60217C (en)
GB (1) GB1485450A (en)
NL (1) NL157910B (en)
NO (1) NO142785C (en)
SE (2) SE419649B (en)
YU (1) YU39655B (en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
IT1139844B (en) * 1981-11-25 1986-09-24 Corvi Mora Paolo PROCESS FOR THE PREPARATION OF AMIKACINA
IT1225484B (en) * 1987-11-27 1990-11-14 Pierrel Spa SYNTHESIS PROCEDURE OF AMIKACINA

Also Published As

Publication number Publication date
CA1030961A (en) 1978-05-09
DK142991C (en) 1981-09-07
FI60217B (en) 1981-08-31
YU301774A (en) 1982-05-31
NL7414668A (en) 1975-05-16
SE419649B (en) 1981-08-17
JPS572719B2 (en) 1982-01-18
ES431912A1 (en) 1977-01-01
SE441272B (en) 1985-09-23
DK591674A (en) 1975-07-14
YU39655B (en) 1985-03-20
NO142785B (en) 1980-07-07
FI60217C (en) 1981-12-10
JPS5077345A (en) 1975-06-24
SE7706005L (en) 1977-05-23
NL157910B (en) 1978-09-15
DK142991B (en) 1981-03-09
GB1485450A (en) 1977-09-14
FI327074A (en) 1975-05-15
NO744064L (en) 1975-06-09
CH617441A5 (en) 1980-05-30
NO142785C (en) 1980-10-15

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