ES431912A1 - Process for the preparation of a kanamycin derivative - Google Patents

Process for the preparation of a kanamycin derivative

Info

Publication number
ES431912A1
ES431912A1 ES431912A ES431912A ES431912A1 ES 431912 A1 ES431912 A1 ES 431912A1 ES 431912 A ES431912 A ES 431912A ES 431912 A ES431912 A ES 431912A ES 431912 A1 ES431912 A1 ES 431912A1
Authority
ES
Spain
Prior art keywords
kanamycin
compound
preparation
derivative
kanamycin derivative
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
ES431912A
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.)
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 ES431912A1 publication Critical patent/ES431912A1/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
    • 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

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.
ES431912A 1973-11-14 1974-11-13 Process for the preparation of a kanamycin derivative Expired ES431912A1 (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 (1)

Publication Number Publication Date
ES431912A1 true ES431912A1 (en) 1977-01-01

Family

ID=27023027

Family Applications (1)

Application Number Title Priority Date Filing Date
ES431912A Expired ES431912A1 (en) 1973-11-14 1974-11-13 Process for the preparation of a kanamycin derivative

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
YU39655B (en) 1985-03-20
NO744064L (en) 1975-06-09
JPS572719B2 (en) 1982-01-18
FI60217C (en) 1981-12-10
FI60217B (en) 1981-08-31
SE7706005L (en) 1977-05-23
FI327074A (en) 1975-05-15
NO142785C (en) 1980-10-15
SE441272B (en) 1985-09-23
NL7414668A (en) 1975-05-16
SE419649B (en) 1981-08-17
GB1485450A (en) 1977-09-14
YU301774A (en) 1982-05-31
CA1030961A (en) 1978-05-09
JPS5077345A (en) 1975-06-24
DK142991C (en) 1981-09-07
CH617441A5 (en) 1980-05-30
NL157910B (en) 1978-09-15
DK142991B (en) 1981-03-09
DK591674A (en) 1975-07-14
NO142785B (en) 1980-07-07
SE7414332L (en) 1975-05-15

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