ES8101623A1 - Proceso para la produccion de 3'-4'-didesoxikanamicina a. - Google Patents

Proceso para la produccion de 3'-4'-didesoxikanamicina a.

Info

Publication number
ES8101623A1
ES8101623A1 ES488285A ES488285A ES8101623A1 ES 8101623 A1 ES8101623 A1 ES 8101623A1 ES 488285 A ES488285 A ES 488285A ES 488285 A ES488285 A ES 488285A ES 8101623 A1 ES8101623 A1 ES 8101623A1
Authority
ES
Spain
Prior art keywords
kanamycin
derivative
dideoxykanamycin
omega
alpha
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
ES488285A
Other languages
English (en)
Other versions
ES488285A0 (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.)
Microbial Chemistry Research Foundation
Original Assignee
Microbial Chemistry Research Foundation
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 Microbial Chemistry Research Foundation filed Critical Microbial Chemistry Research Foundation
Publication of ES488285A0 publication Critical patent/ES488285A0/es
Publication of ES8101623A1 publication Critical patent/ES8101623A1/es
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

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Biochemistry (AREA)
  • Molecular Biology (AREA)
  • Genetics & Genomics (AREA)
  • Biotechnology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Animal Behavior & Ethology (AREA)
  • Oncology (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Communicable Diseases (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • General Chemical & Material Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Saccharide Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

PROCEDIMIENTO DE OBTENCION DE 3''-4''-DIDESOXIKANAMICINA A. CONSTA DE LAS SIGUIENTES ETAPAS: 1) REACCION DE UN DERIVADO PROTEGIDO DE KANAMICINA A CON UN REACTIVO BASICO BAJO CONDICIONES ANHIDRAS EN UN DISOLVENTE ORGANICO, OBTENIENDOSE UN DERIVADO CARBONATO 4''-6''-CICLICO. 2) REACCION DEL COMPUESTO OBTENIDO CON 2-2-DIMETOXIPROPANO, 1-1-DIMETOXICICLOHEXANO, BENZALDEHIDO, DIMETILACETOL O 5-6-DIHIDRO-4-METOXI-2H-PIRANO, OBTENIENDOSE UN DERIVADO 2''-5-C-PROTEGIDO. 3) HIDROLIZADO DEL COMPUESTO ANTERIOR SEGUIDO DE LA ALCOXICARBONILACION DEL GRUPO 6-AMINO, OBTENIENDOSE UN DERIVADO 3''-4''-DIHIDROXI. 4) SULFONILADO DEL COMPUESTO ANTERIOR POR REACCION CON CLORURO O BROMURO DE ALQUILSULFONILO O ARALQUILSULFONILO, OBTENIENDOSE UN DERIVADO DE 2''''-3-4''-TRIO-O-SULFNILO. 5) REACCION DEL COMPUESTO OBTENIDO CON YODURO DE METAL ALCALINO, OBTENIENDOSE UN COMPUESTO DE 3''-ENO-KANAMICINA A. 6) REDUCCION DEL COMPUESTO OBTENIDO MEDIANTE HIDROGENO PARA OBTENER EL COMPUESTO 3''-4''-DIDESOXIKANAMICINA A. 7) HIDROLISIS ACIDA DEL COMPUESTO ANTERIOR PARA RETIRAR LOS GRUPOS HIDROXILO-PROTECTORES. 8) RETIRADO DEL GRUPO AMINO-PROTECTOR (B''). 9) RETIRADO DEL GRUPO 2''''-O-SULFONILO QUE PERMANECE EN EL GRUPO 2''''-HIDROXILO Y TODOS LOS GRUPOS SULFONILO (A) DEL COMPUESTO DE KANAMICINA A, POR TRATAMIENTO CON UN METAL ALCALINO O ALCALINO-TERREO EN AMONIACO. AGENTES ANTIBACTERIANOS. U
ES488285A 1979-02-05 1980-02-05 Proceso para la produccion de 3'-4'-didesoxikanamicina a. Expired ES8101623A1 (es)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP1140279A JPS55105699A (en) 1979-02-05 1979-02-05 3',4'-dideoxykanamycin a and its 1-n-aminoalkanoyl derivative

Publications (2)

Publication Number Publication Date
ES488285A0 ES488285A0 (es) 1980-12-16
ES8101623A1 true ES8101623A1 (es) 1980-12-16

Family

ID=11777015

Family Applications (2)

Application Number Title Priority Date Filing Date
ES488285A Expired ES8101623A1 (es) 1979-02-05 1980-02-05 Proceso para la produccion de 3'-4'-didesoxikanamicina a.
ES495096A Granted ES495096A0 (es) 1979-02-05 1980-09-16 Proceso para la produccion de 1-n-(2-hidroxi-3-aminopropio- nil)-3',4'-didesoxikanamicina a o 1-n-(2-hidroxi-4-aminobu- tiril)-3',4'-didesoxikanamicina a

Family Applications After (1)

Application Number Title Priority Date Filing Date
ES495096A Granted ES495096A0 (es) 1979-02-05 1980-09-16 Proceso para la produccion de 1-n-(2-hidroxi-3-aminopropio- nil)-3',4'-didesoxikanamicina a o 1-n-(2-hidroxi-4-aminobu- tiril)-3',4'-didesoxikanamicina a

Country Status (12)

Country Link
US (1) US4298727A (es)
JP (1) JPS55105699A (es)
AT (1) AT371479B (es)
AU (1) AU535371B2 (es)
BE (1) BE881251A (es)
DE (1) DE3004178A1 (es)
ES (2) ES8101623A1 (es)
FR (1) FR2447934B1 (es)
GB (1) GB2043634B (es)
IT (1) IT1147712B (es)
NL (1) NL8000005A (es)
SE (1) SE446005B (es)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5953498A (ja) * 1982-09-20 1984-03-28 Microbial Chem Res Found ５，２′，３′，４′，４″，６″−ヘキサデオキシカナマイシンおよびその１−ｎ−アシル誘導体
JPS6041692A (ja) * 1983-08-15 1985-03-05 Microbial Chem Res Found ２′，３′−ジデオキシカナマイシンａ誘導体
US4656160A (en) * 1984-11-29 1987-04-07 Fujisawa Pharmaceutical Co., Ltd. Aminoglycoside derivatives
JPH01126284U (es) * 1988-02-19 1989-08-29

Family Cites Families (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2931798A (en) * 1956-09-05 1960-04-05 Umezawa Hamao Kanamycin and processes for the preparation thereof
USRE28647E (en) 1971-06-02 1975-12-09 Preparation of 3-4 dideoxykanamycin B active against resistant bacteria
US3781268A (en) * 1972-01-27 1973-12-25 Bristol Myers Co Antibiotic derivatives of kanamycin
JPS5220991B2 (es) * 1972-08-23 1977-06-07
US4107424A (en) * 1972-10-06 1978-08-15 Zaidan Hojin Biseibutsu Kagaku Kenkyu Kai 1-N-[(S)-α-hydroxy-ω-aminoacyl] derivatives of 3',4'-dideoxykanamycin B and 3'-deoxykanamycin B antibiotics
US4001208A (en) * 1972-10-06 1977-01-04 Zaidan Hojin Biseibutsu Kagaku Kenkyo Kai 1-N-[(S)-α-hydroxy-ω-aminoacyl]
US3904597A (en) * 1973-02-23 1975-09-09 Bristol Myers Co Antibiotic derivatives
US3886139A (en) * 1973-02-23 1975-05-27 Bristol Myers Co Derivatives of kanamycin
US4170642A (en) * 1973-10-01 1979-10-09 Zaidan Hojin Biseibutsu Kagaku Kenkyu Kai Derivatives of kanamycin A
JPS51127045A (en) * 1975-04-24 1976-11-05 Microbial Chem Res Found A process for preparing 3'- deoxykanamycin a derivatives.
US4147861A (en) * 1975-09-24 1979-04-03 Zaidan Hojin Biseibutsu Kagaku Kenkyu Kai 1N-(α-Hydroxy-ω-aminoalkanoyl)-6'N-methyl-3',4'-dideoxykanamycin B and the production thereof
JPS6029720B2 (ja) * 1975-12-11 1985-07-12 財団法人微生物化学研究会 ３′，４′‐ジデオキシカナマイシンｂの新規な製造法
JPS52153942A (en) * 1976-06-16 1977-12-21 Microbial Chem Res Found Preparation of kanamicin c deoxy derivatives and kanamicine c or its deoxy derivatives
JPS6052719B2 (ja) * 1976-12-16 1985-11-20 財団法人微生物化学研究会 ３′，４′−ジデオキシカナマイシンｂの新規な製造法
IE48972B1 (en) * 1978-11-11 1985-06-26 Microbial Chem Res Found The production of a selectively protected n-acylated derivative of an aminoglycosidic antibiotic

Also Published As

Publication number Publication date
ES8202832A1 (es) 1982-02-01
ES495096A0 (es) 1982-02-01
SE7910734L (sv) 1980-08-06
GB2043634A (en) 1980-10-08
IT1147712B (it) 1986-11-26
ATA58880A (de) 1982-11-15
AU5476780A (en) 1980-08-14
ES488285A0 (es) 1980-12-16
IT8067167A0 (it) 1980-02-04
SE446005B (sv) 1986-08-04
US4298727A (en) 1981-11-03
DE3004178A1 (de) 1980-08-07
JPS55105699A (en) 1980-08-13
AU535371B2 (en) 1984-03-15
NL8000005A (nl) 1980-08-07
DE3004178C2 (es) 1988-02-18
BE881251A (fr) 1980-05-16
AT371479B (de) 1983-06-27
JPS633874B2 (es) 1988-01-26
FR2447934B1 (fr) 1985-06-14
FR2447934A1 (fr) 1980-08-29
GB2043634B (en) 1983-10-12

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