ES2030395T3 - Procedimiento para preparar netilmicina. - Google Patents

Procedimiento para preparar netilmicina.

Info

Publication number
ES2030395T3
ES2030395T3 ES198686906216T ES86906216T ES2030395T3 ES 2030395 T3 ES2030395 T3 ES 2030395T3 ES 198686906216 T ES198686906216 T ES 198686906216T ES 86906216 T ES86906216 T ES 86906216T ES 2030395 T3 ES2030395 T3 ES 2030395T3
Authority
ES
Spain
Prior art keywords
group
acetaldehyde
netilmicin
phenyl
reaction mixture
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 - Lifetime
Application number
ES198686906216T
Other languages
English (en)
Inventor
Chou-Hong. Tann
Tiruvettipuram Kannapan. Thiruvengadam
John Sze-Hung. Chiu
Cesar. Colon
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.)
Merck Sharp and Dohme Corp
Original Assignee
Schering Corp
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 Schering Corp filed Critical Schering Corp
Application granted granted Critical
Publication of ES2030395T3 publication Critical patent/ES2030395T3/es
Anticipated expiration legal-status Critical
Expired - Lifetime 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
    • C07H15/236—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 saccharide radical being substituted by an alkylamino radical in position 3 and by two substituents different from hydrogen in position 4, e.g. gentamicin complex, sisomicin, verdamycin
    • 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)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Un procedimiento para la preparación de netilmicina por 1-N-etilación de sisomicina mediante acetaldehído, caracterizado por: a) hacer reaccionar un derivado de sisomicina selectivamente bloqueado de fórmula general **fórmula** donde cada grupo X es un grupo organosililo "Si---R1-R2-R3" donde R 1 a R 3 son independientemente alquilo inferior, fenilo o fenil-alquilo inferior; X'' es hidrógeno o un grupo organosililo como el definido antes; cada grupo Y representa un grupo bloqueante de amino e Y'' representa hidrógeno o un grupo bloqueante de amino; con acetaldehído, a una temperatura entre 10º C y la temperatura ambiente, en un disolvente orgánico aprótico inerte, bajo condiciones anhidras, para formar el correspondiente derivado de 1-N-etilideno, b) reducir cualquier exceso de acetaldehído sin reaccionar, presente en la mezcla de reacción, con un hidruro metálico reductor; c) reducir el grupo 1-N-etilideno al grupo etilamino, bajo condiciones acuosas, con un agente reductor mediante el ajuste del pH de la mezcla de reacción a 7-12; d) eliminar todos los grupos protectores y e) aislar la netilmicina en forma de base libre o en forma de una sal de adición de acido.
ES198686906216T 1985-10-15 1986-10-14 Procedimiento para preparar netilmicina. Expired - Lifetime ES2030395T3 (es)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US78719385A 1985-10-15 1985-10-15

Publications (1)

Publication Number Publication Date
ES2030395T3 true ES2030395T3 (es) 1992-11-01

Family

ID=25140700

Family Applications (1)

Application Number Title Priority Date Filing Date
ES198686906216T Expired - Lifetime ES2030395T3 (es) 1985-10-15 1986-10-14 Procedimiento para preparar netilmicina.

Country Status (21)

Country Link
EP (2) EP0242385B1 (es)
JP (2) JPH0649716B2 (es)
KR (1) KR930003493B1 (es)
AR (1) AR242396A1 (es)
AU (1) AU597285B2 (es)
BG (1) BG51252A3 (es)
CA (1) CA1290751C (es)
DK (1) DK169343B1 (es)
ES (1) ES2030395T3 (es)
FI (1) FI84486C (es)
GR (1) GR3002670T3 (es)
HU (1) HU199498B (es)
IE (1) IE59481B1 (es)
IL (1) IL80299A (es)
NZ (1) NZ217918A (es)
PH (1) PH24737A (es)
PL (1) PL149511B1 (es)
PT (1) PT83533B (es)
SU (1) SU1630614A3 (es)
WO (1) WO1987002365A2 (es)
ZA (1) ZA867785B (es)

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR0139021B1 (ko) * 1995-02-09 1998-04-30 김은영 1-엔(n)-에틸시소마이신의 제조방법
GB2478990A (en) 2010-03-26 2011-09-28 E2V Tech Magnetron with high gfrequency cathode heater power supply
CN102796150A (zh) * 2012-08-31 2012-11-28 无锡福祈制药有限公司 一种高纯度西索霉素的分离纯化方法
CN105503972B (zh) * 2015-12-09 2018-05-29 无锡济民可信山禾药业股份有限公司 一种以杂多酸为催化剂合成1-N-乙基庆大霉素C1a的方法
CN106866756A (zh) * 2017-01-10 2017-06-20 苏利制药科技江阴有限公司 一种合成1‑n‑乙基西索米星的方法
CN110885350A (zh) * 2019-08-28 2020-03-17 山东安信制药有限公司 一种普拉佐米星的制备方法

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA1034573A (en) * 1974-08-01 1978-07-11 Peter J.L. Daniels Preparation of 1-n-substituted 4,6-di-(aminoglycosyl)-1,3-diaminocyclitols
US4230847A (en) * 1976-06-17 1980-10-28 Schering Corporation Aminoglycoside antibiotic compounds
DE2712160A1 (de) * 1977-03-19 1978-09-28 Bayer Ag Pseudotrisaccharide, verfahren zu ihrer herstellung und ihre verwendung als arzneimittel
DE2924659A1 (de) * 1979-06-19 1981-01-22 Bayer Ag Pseudotrisaccharide, ihre herstellung und verwendung als arzneimittel

Also Published As

Publication number Publication date
GR3002670T3 (en) 1993-01-25
PL149511B1 (en) 1990-02-28
SU1630614A3 (ru) 1991-02-23
FI84486C (fi) 1991-12-10
FI872621A0 (fi) 1987-06-12
JPS63501079A (ja) 1988-04-21
EP0242385A1 (en) 1987-10-28
DK299587D0 (da) 1987-06-12
EP0242385B1 (en) 1991-06-12
PT83533B (pt) 1989-05-31
FI84486B (fi) 1991-08-30
EP0219093A3 (en) 1987-11-25
KR870700632A (ko) 1987-12-30
ZA867785B (en) 1988-05-25
AU597285B2 (en) 1990-05-31
IE862706L (en) 1987-04-15
HU199498B (en) 1990-02-28
FI872621A (fi) 1987-06-12
EP0219093A2 (en) 1987-04-22
WO1987002365A2 (en) 1987-04-23
AU6474486A (en) 1987-05-05
JPH0735394B2 (ja) 1995-04-19
DK169343B1 (da) 1994-10-10
PT83533A (en) 1986-11-01
NZ217918A (en) 1990-11-27
DK299587A (da) 1987-06-12
HUT43613A (en) 1987-11-30
PL261846A1 (en) 1988-06-23
WO1987002365A3 (en) 1987-08-27
JPH06316589A (ja) 1994-11-15
IE59481B1 (en) 1994-03-09
CA1290751C (en) 1991-10-15
AR242396A1 (es) 1994-08-31
KR930003493B1 (ko) 1993-05-01
JPH0649716B2 (ja) 1994-06-29
BG51252A3 (en) 1993-03-15
IL80299A0 (en) 1987-01-30
IL80299A (en) 1991-06-10
PH24737A (en) 1990-10-01

Similar Documents

Publication Publication Date Title
AR052860A1 (es) Intermediario y proceso para preparar anomeros beta-enriquecidos de 21-deoxi,21, 21-difluoro-d-ribofuranosil nucleosidos
KR880012526A (ko) l-페닐-3-나프탈레닐옥시프로판아민
GB1313689A (en) Quinoxaline derivatives
EP0191335A3 (en) Preparation process of (6r)-tetrahydro-l-biopterin
ES2030395T3 (es) Procedimiento para preparar netilmicina.
Phillips Synthetic curare substitutes from aliphatic dicarboxylic acid aminoethyl esters
GB1505899A (en) 3,4-dihydrocarbostyril derivatives
GB1435187A (en) Normorphinone derivatives and pharmaceutical uses thereof
ES427433A1 (es) Un procedimiento para preparar un compuesto quimico selec- cionado del grupo que consiste en o-tiocarbamato de nitroi- midazolil-etilo.
MX172181B (es) Procedimiento para la preparacion de derivados de carbamato
GB1061639A (en) Pyrrole derivatives
ES419097A1 (es) Un procedimiento para la preparacion de compuestos de 1- amino-4-feniltetralina.
ES455742A1 (es) Un procedimiento para el blanqueo optico de sustratos de po-liamida sintetica sola o en mezcla.
GB1514571A (en) 2,6-methano-benzazocines
GB987438A (en) N,n-disubstituted-1,3-diamino-propanes and 2-propanols
DK443587D0 (da) Fremgangsmaade til fremstilling af substituerede indolinonderivater
GB1390588A (en) 1-alkyl-sulphonyl-2-trifluoromethylbenzimidazoles process for their production and their use as agents against ectoparasites
DE3367214D1 (en) Hexahydrodioxopyrimidines, their production and use
US3742044A (en) 2-n-alkyl-ami no-2-deoxy-alditonitriles and their acid congeners as biocidals
KR940014309A (ko) 5,6,7,9-테트라히드로-1,2,3-트리메톡시-9-옥소벤조[α]헵탈렌유도체
GB959993A (en) Camphor derivatives
GB1086527A (en) Urea derivatives and mixtures containing them
KR890701556A (ko) 프로스타글란딘 유도체, 그것의 제조 방법 및 제약학적 조성물
ES8200142A1 (es) Un procedimiento para la produccion de analogos de cefalosporina.
GB1032269A (en) Process for the preparation of water-soluble alkane sulphonic acid salts of isoquinoline bases of the papaverine series

Legal Events

Date Code Title Description
FG2A Definitive protection

Ref document number: 242385

Country of ref document: ES