ES2063274T3 - Procedimiento mejorado para preparar isepamicina. - Google Patents

Procedimiento mejorado para preparar isepamicina.

Info

Publication number
ES2063274T3
ES2063274T3 ES90306657T ES90306657T ES2063274T3 ES 2063274 T3 ES2063274 T3 ES 2063274T3 ES 90306657 T ES90306657 T ES 90306657T ES 90306657 T ES90306657 T ES 90306657T ES 2063274 T3 ES2063274 T3 ES 2063274T3
Authority
ES
Spain
Prior art keywords
isepamycin
preparing
improved procedure
formylgentamicin
gentamicin
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
ES90306657T
Other languages
English (en)
Inventor
Chou-Hong Tann
Tiruvettipuram Thiruvengadam
Edison Kannappan
John Sze-Hung Chiu
Cesar Colon
Michael D Green
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 LLC
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 ES2063274T3 publication Critical patent/ES2063274T3/es
Anticipated expiration legal-status Critical
Expired - Lifetime 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
    • C07H15/236Cyclohexane 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
    • 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
    • C07H15/26Acyclic or carbocyclic radicals, substituted by hetero rings
    • 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)
  • Molecular Biology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Biochemistry (AREA)
  • Biotechnology (AREA)
  • General Health & Medical Sciences (AREA)
  • Genetics & Genomics (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Saccharide Compounds (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
  • Thiazole And Isothizaole Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)

Abstract

Procedimiento para la preparación de isepamicina, que comprende: (a) hacer reaccionar un complejo de sal de metal divalente y gentamicina B con 2 formilmercaptobenzotiazol, que es capaz de introducir selectivamente grupos formilo protectores en los grupos 3,6'' amino de la gentamicina B para producir 3,6'' di N formilgentamicina B; (b) acilar el grupo 1 amino de la 3,6'' di N formilgentamicina B con un compuesto de (S) isoserina protegido en el N; (c) eliminar todos los grupos protectores; y (d) aislar la isepamicina.
ES90306657T 1989-06-21 1990-06-19 Procedimiento mejorado para preparar isepamicina. Expired - Lifetime ES2063274T3 (es)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US36957889A 1989-06-21 1989-06-21

Publications (1)

Publication Number Publication Date
ES2063274T3 true ES2063274T3 (es) 1995-01-01

Family

ID=23456036

Family Applications (2)

Application Number Title Priority Date Filing Date
ES90306657T Expired - Lifetime ES2063274T3 (es) 1989-06-21 1990-06-19 Procedimiento mejorado para preparar isepamicina.
ES93102033T Expired - Lifetime ES2100380T3 (es) 1989-06-21 1990-06-19 Compuestos de (s)-isoserina protegidos en n.

Family Applications After (1)

Application Number Title Priority Date Filing Date
ES93102033T Expired - Lifetime ES2100380T3 (es) 1989-06-21 1990-06-19 Compuestos de (s)-isoserina protegidos en n.

Country Status (16)

Country Link
EP (3) EP0547031B1 (es)
JP (2) JPH0692433B2 (es)
KR (1) KR940003496B1 (es)
AT (2) ATE152094T1 (es)
AU (1) AU629960B2 (es)
CA (2) CA2325082A1 (es)
DE (2) DE69008052T2 (es)
DK (2) DK0405820T3 (es)
ES (2) ES2063274T3 (es)
FI (1) FI96955C (es)
GR (1) GR3023942T3 (es)
HK (2) HK185096A (es)
HU (1) HU207338B (es)
NO (1) NO177349C (es)
RU (1) RU2120444C1 (es)
WO (1) WO1990015810A2 (es)

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR100927626B1 (ko) * 2002-09-18 2009-11-20 쯔지앙 하이썬 파머슈티컬 컴퍼니, 리미티드 이세파마이신의 제조 방법
CN101928310B (zh) * 2010-03-26 2012-09-05 常州方圆制药有限公司 3,2’,6’-三-N-乙酰基庆大霉素C1a的制备方法
CN102190690B (zh) * 2011-04-01 2015-01-21 福州博立医药科技有限公司 一种简便且高收率阿贝卡星合成方法
CN105524129B (zh) * 2015-12-25 2018-06-26 无锡济民可信山禾药业股份有限公司 一种硫酸依替米星的制备方法
RU2659032C1 (ru) * 2017-04-26 2018-06-27 Федеральное государственное бюджетное образовательное учреждение высшего образования "Удмуртский государственный университет" Способ модификации гентамицина сополимером винилпирролидона с диацеталем акролеина
CN108586313B (zh) * 2018-03-31 2019-12-27 海正药业南通有限公司 一种新型合成n-取代苯酐-(s)-异丝氨酸的方法

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4136254A (en) * 1976-06-17 1979-01-23 Schering Corporation Process of selectively blocking amino functions in aminoglycosides using transition metal salts and intermediates used thereby
US4230847A (en) * 1976-06-17 1980-10-28 Schering Corporation Aminoglycoside antibiotic compounds
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
EP0156771A3 (en) * 1984-03-29 1986-03-19 Biochemie Gesellschaft M.B.H. Cephalosporins

Also Published As

Publication number Publication date
EP0405820A2 (en) 1991-01-02
FI915953A0 (fi) 1991-12-18
JP2500059B2 (ja) 1996-05-29
AU5946390A (en) 1991-01-08
CA2062788C (en) 2001-10-23
NO915071L (no) 1991-12-20
DK0405820T3 (da) 1994-05-16
WO1990015810A2 (en) 1990-12-27
DE69008052D1 (de) 1994-05-19
NO177349C (no) 1995-08-30
JPH07133267A (ja) 1995-05-23
CA2325082A1 (en) 1990-12-22
GR3023942T3 (en) 1997-09-30
EP0405820B1 (en) 1994-04-13
EP0547031B1 (en) 1997-04-23
DE69030590D1 (de) 1997-05-28
RU2120444C1 (ru) 1998-10-20
ATE152094T1 (de) 1997-05-15
NO915071D0 (no) 1991-12-20
DK0547031T3 (da) 1997-05-20
JPH0692433B2 (ja) 1994-11-16
EP0478707A1 (en) 1992-04-08
KR940003496B1 (ko) 1994-04-23
EP0547031A1 (en) 1993-06-16
WO1990015810A3 (en) 1991-04-04
ES2100380T3 (es) 1997-06-16
HUT59934A (en) 1992-07-28
JPH04502474A (ja) 1992-05-07
NO177349B (no) 1995-05-22
CA2062788A1 (en) 1990-12-22
HK1000153A1 (en) 1998-01-02
DE69008052T2 (de) 1994-07-28
HU906641D0 (en) 1992-03-30
KR920701226A (ko) 1992-08-11
DE69030590T2 (de) 1997-08-07
HK185096A (en) 1996-10-11
FI96955B (fi) 1996-06-14
HU207338B (en) 1993-03-29
ATE104310T1 (de) 1994-04-15
EP0405820A3 (en) 1991-04-10
AU629960B2 (en) 1992-10-15
FI96955C (fi) 1996-09-25

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