DE98545T1 - Epimerisierung von malonsaeureestern. - Google Patents

Epimerisierung von malonsaeureestern.

Info

Publication number
DE98545T1
DE98545T1 DE198383106437T DE83106437T DE98545T1 DE 98545 T1 DE98545 T1 DE 98545T1 DE 198383106437 T DE198383106437 T DE 198383106437T DE 83106437 T DE83106437 T DE 83106437T DE 98545 T1 DE98545 T1 DE 98545T1
Authority
DE
Germany
Prior art keywords
epimerization
group
optionally substituted
carried out
solvent
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.)
Pending
Application number
DE198383106437T
Other languages
English (en)
Inventor
Masayuki Ibaraki-Shi Osaka Narisada
Mitsuaki Nara-Shi Nara Ohtani
Hiroshi Kitakatsuragi-Gun Nara Onoue
Fumihiko Fukushima-Ku Osaka Watanabe
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.)
Shionogi and Co Ltd
Original Assignee
Shionogi and Co Ltd
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 Shionogi and Co Ltd filed Critical Shionogi and Co Ltd
Publication of DE98545T1 publication Critical patent/DE98545T1/de
Pending legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D498/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D498/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
    • C07D498/04—Ortho-condensed systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D505/00—Heterocyclic compounds containing 5-oxa-1-azabicyclo [4.2.0] octane ring systems, i.e. compounds containing a ring system of the formula:, e.g. oxacephalosporins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring
    • 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)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
  • Cephalosporin Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Claims (7)

  1. Patentansprüche (Deutsche Übersetzung nach Artikel 67 EPÜ)
    Ein Verfahren zur Herstellung des 7-ß-Malonamids-7cxmethoxy-3-tetrazolylthiomethyl-1-dethia-1-oxa-3-cephem-4-carbonsäureester der Formel (I), dadurch ge kennzeichnet, daß man das entsprechende Epimer der Formel (II) mit einer Base epimerisiert und anschließend das Produkt ausfällt:
    OCH
    Ar—C—CONH
    CH2STet
    OCH
    COOB
    wobei Ar einen gegebenenfalls substituierten Aryl- oder heterocyclischen Rest bedeutet;
    Tet eine gegebenenfalls substituierte Tetrazolylgruppe ist; und
    B und B jeweils eine esterbildende Gruppe auf dem Gebiet der Penicillin- oder Cephalosporinchemie darstellen.
  2. 2. Ein Verfahren nach Anspruch 1, wobei Ar Phenyl, Hydroxyphenyl oder Thienyl ist.
    1 2
  3. 3. Ein Verfahren nach Anspruch 1, wobei B und B gleich
    oder verschieden sind und einen C^-C^-Alkyl- oder C7-C., -
    Ib ' \ Z
    Aralkylrest bedeuten, der gegebenenfalls durch Halogen, C1-C-^-AIkOXy oder Nitro substituiert ist.
    -
  4. 4. Ein Verfahren nach Anspruch 1, in dem die Base ausgewählt ist aus der Gruppe Alkalimetallhydrogencarbonat, Tri-niederalkylamin, Diäthanolamin, Triäthanolamin, Pyridin, Picolin, Lutidin oder Kollidin.
  5. 5. Ein Verfahren nach Anspruch 1, in dem die Epimerisation in einem Lösungsmittel ausgewählt aus der Gruppe Benzol, Dichlormethan, Chloroform, Äther, Äthylacetat, Methanol, Äthanol, Wasser oder deren Gemische, durchgeführt wird.
  6. 6. Ein Verfahren nach Anspruch 1, in dem das Ausfällen durch Zugabe eines Lösungsmittels von geringer Lösungsstärke, Einengen oder Kristallisieren bewirkt wird.
    bei einer Temperatur von -20 bis 50 C innerhalb 5 Minu-
  7. 7. Ein Verfahren nach Anspruch 1, in dem die Epimerisation bei einer Temperatur von -20 bis 50 C ten bis 10 Stunden durchgeführt wird.
DE198383106437T 1982-07-02 1983-07-01 Epimerisierung von malonsaeureestern. Pending DE98545T1 (de)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP57116048A JPS597193A (ja) 1982-07-02 1982-07-02 マロニルメチル基の異性化方法

Publications (1)

Publication Number Publication Date
DE98545T1 true DE98545T1 (de) 1984-08-16

Family

ID=14677411

Family Applications (2)

Application Number Title Priority Date Filing Date
DE8383106437T Expired DE3363161D1 (en) 1982-07-02 1983-07-01 Epimerization of malonic acid esters
DE198383106437T Pending DE98545T1 (de) 1982-07-02 1983-07-01 Epimerisierung von malonsaeureestern.

Family Applications Before (1)

Application Number Title Priority Date Filing Date
DE8383106437T Expired DE3363161D1 (en) 1982-07-02 1983-07-01 Epimerization of malonic acid esters

Country Status (30)

Country Link
US (1) US4504658A (de)
EP (1) EP0098545B1 (de)
JP (1) JPS597193A (de)
KR (1) KR890000812B1 (de)
AR (1) AR242391A1 (de)
AT (1) ATE19401T1 (de)
AU (1) AU564850B2 (de)
BG (1) BG37526A3 (de)
CA (1) CA1192193A (de)
CS (1) CS244940B2 (de)
DD (1) DD210052A5 (de)
DE (2) DE3363161D1 (de)
DK (1) DK160502C (de)
EG (1) EG16539A (de)
ES (1) ES8500954A1 (de)
FI (1) FI832407L (de)
GB (1) GB2124217B (de)
GR (1) GR78620B (de)
HU (1) HU187944B (de)
IE (1) IE55767B1 (de)
IL (1) IL69146A (de)
NO (1) NO832387L (de)
NZ (1) NZ204627A (de)
PH (1) PH21139A (de)
PL (1) PL141782B1 (de)
PT (1) PT76973B (de)
RO (1) RO86355B (de)
SU (1) SU1225488A3 (de)
YU (1) YU44011B (de)
ZA (1) ZA834495B (de)

Families Citing this family (29)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS60123490A (ja) * 1983-12-07 1985-07-02 Shionogi & Co Ltd マロニルオキサセフェムカルボン酸誘導体
US4998060A (en) * 1989-07-12 1991-03-05 Pacific Scientific Company Fault indicator with hot stick clamping mechanism
JP2006028154A (ja) * 2004-06-14 2006-02-02 Sumitomo Chemical Co Ltd 光学活性化合物の製造方法
CN102260280A (zh) * 2010-05-28 2011-11-30 上海医药工业研究院 拉氧头孢钠的制备方法
US9279022B1 (en) 2014-09-08 2016-03-08 Sirrus, Inc. Solution polymers including one or more 1,1-disubstituted alkene compounds, solution polymerization methods, and polymer compositions
US9828324B2 (en) 2010-10-20 2017-11-28 Sirrus, Inc. Methylene beta-diketone monomers, methods for making methylene beta-diketone monomers, polymerizable compositions and products formed therefrom
AU2011317067A1 (en) 2010-10-20 2013-05-23 Bioformix, Inc. Synthesis of methylene malonates using rapid recovery in the presence of a heat transfer agent
US10414839B2 (en) 2010-10-20 2019-09-17 Sirrus, Inc. Polymers including a methylene beta-ketoester and products formed therefrom
US9249265B1 (en) 2014-09-08 2016-02-02 Sirrus, Inc. Emulsion polymers including one or more 1,1-disubstituted alkene compounds, emulsion methods, and polymer compositions
JP2014532625A (ja) 2011-10-19 2014-12-08 シラス・インコーポレイテッド メチレンβ−ジケトンモノマー、メチレンβ−ジケトンモノマーを製造するための方法、これらから作られる重合可能な組成物および製品
US9234107B2 (en) 2012-03-30 2016-01-12 Sirrus, Inc. Ink coating formulations and polymerizable systems for producing the same
US10913875B2 (en) 2012-03-30 2021-02-09 Sirrus, Inc. Composite and laminate articles and polymerizable systems for producing the same
JP6188252B2 (ja) 2012-03-30 2017-08-30 シラス・インコーポレイテッド 重合性組成物の活性化方法、重合系およびこれにより形成される製品
US10047192B2 (en) 2012-06-01 2018-08-14 Sirrus, Inc. Optical material and articles formed therefrom
CN105008438B (zh) 2012-11-16 2019-10-22 拜奥福米克斯公司 塑料粘结体系及方法
CN105164797B (zh) 2012-11-30 2019-04-19 瑟拉斯公司 用于电子应用的复合组合物
WO2014110388A1 (en) 2013-01-11 2014-07-17 Bioformix Inc. Method to obtain methylene malonate via bis(hydroxymethyl) malonate pathway
US9416091B1 (en) 2015-02-04 2016-08-16 Sirrus, Inc. Catalytic transesterification of ester compounds with groups reactive under transesterification conditions
US9315597B2 (en) 2014-09-08 2016-04-19 Sirrus, Inc. Compositions containing 1,1-disubstituted alkene compounds for preparing polymers having enhanced glass transition temperatures
US10501400B2 (en) 2015-02-04 2019-12-10 Sirrus, Inc. Heterogeneous catalytic transesterification of ester compounds with groups reactive under transesterification conditions
US9334430B1 (en) 2015-05-29 2016-05-10 Sirrus, Inc. Encapsulated polymerization initiators, polymerization systems and methods using the same
US9217098B1 (en) 2015-06-01 2015-12-22 Sirrus, Inc. Electroinitiated polymerization of compositions having a 1,1-disubstituted alkene compound
US9518001B1 (en) 2016-05-13 2016-12-13 Sirrus, Inc. High purity 1,1-dicarbonyl substituted-1-alkenes and methods for their preparation
US10428177B2 (en) 2016-06-03 2019-10-01 Sirrus, Inc. Water absorbing or water soluble polymers, intermediate compounds, and methods thereof
US9567475B1 (en) 2016-06-03 2017-02-14 Sirrus, Inc. Coatings containing polyester macromers containing 1,1-dicarbonyl-substituted 1 alkenes
US10196481B2 (en) 2016-06-03 2019-02-05 Sirrus, Inc. Polymer and other compounds functionalized with terminal 1,1-disubstituted alkene monomer(s) and methods thereof
US9617377B1 (en) 2016-06-03 2017-04-11 Sirrus, Inc. Polyester macromers containing 1,1-dicarbonyl-substituted 1 alkenes
KR102115644B1 (ko) * 2017-09-13 2020-05-27 주식회사 동도물산 7α-알콕시옥사세펨 중간체의 제조방법
CN112480147A (zh) * 2019-09-12 2021-03-12 杭州森泽医药科技有限公司 一种拉氧头孢中间体溶剂化物及其制备方法和表征

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3719667A (en) * 1970-08-24 1973-03-06 Lilly Co Eli Epimerization of 6-acylamido and 6-imido penicillin sulfoxide esters
US4167630A (en) * 1975-12-24 1979-09-11 Merck & Co., Inc. Process for epimerizing beta-lactam antibiotic compounds, and related products
CA1085392A (en) * 1976-03-25 1980-09-09 Masayuki Narisada Arylmalonamido-1-oxadethiacephalosporins
US4234596A (en) * 1976-11-19 1980-11-18 Merck & Co., Inc. 3-(2-Aminoethylthio)-6-(1-hydroxyethyl)-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
US4259485A (en) * 1979-04-24 1981-03-31 Eli Lilly And Company Crystallization process
US4252953A (en) * 1979-05-01 1981-02-24 Eli Lilly And Company Antibiotic crystalline epimer
US4320055A (en) * 1980-04-07 1982-03-16 Eli Lilly And Company Process for penicillin epimerization
JPS5711909A (en) * 1980-06-23 1982-01-21 Shionogi & Co Ltd Stable freeze-dried preparation of beta-lactam

Also Published As

Publication number Publication date
JPS597193A (ja) 1984-01-14
HU187944B (en) 1986-03-28
US4504658A (en) 1985-03-12
PL242776A1 (en) 1984-08-13
GB2124217A (en) 1984-02-15
RO86355A (ro) 1985-03-15
IE55767B1 (en) 1991-01-16
AU564850B2 (en) 1987-08-27
DD210052A5 (de) 1984-05-30
KR840005450A (ko) 1984-11-12
PT76973A (en) 1983-08-01
DE3363161D1 (en) 1986-05-28
GB2124217B (en) 1985-09-04
FI832407A0 (fi) 1983-06-30
EP0098545B1 (de) 1986-04-23
EG16539A (en) 1989-03-30
CA1192193A (en) 1985-08-20
ATE19401T1 (de) 1986-05-15
DK160502B (da) 1991-03-18
SU1225488A3 (ru) 1986-04-15
IE831527L (en) 1984-01-02
DK160502C (da) 1991-08-26
BG37526A3 (en) 1985-06-14
CS503683A2 (en) 1985-09-17
DK304983D0 (da) 1983-07-01
GR78620B (de) 1984-09-27
YU44011B (en) 1990-02-28
JPH0149271B2 (de) 1989-10-24
EP0098545A1 (de) 1984-01-18
AR242391A1 (es) 1993-03-31
PL141782B1 (en) 1987-08-31
IL69146A (en) 1987-01-30
ES523774A0 (es) 1984-11-01
PH21139A (en) 1987-07-27
PT76973B (en) 1986-01-24
CS244940B2 (en) 1986-08-14
ES8500954A1 (es) 1984-11-01
DK304983A (da) 1984-01-03
RO86355B (ro) 1985-03-31
AU1649683A (en) 1984-01-05
FI832407L (fi) 1984-01-03
GB8317634D0 (en) 1983-08-03
YU144583A (en) 1986-02-28
NZ204627A (en) 1986-04-11
KR890000812B1 (ko) 1989-04-08
NO832387L (no) 1984-01-03
ZA834495B (en) 1984-07-25

Similar Documents

Publication Publication Date Title
DE98545T1 (de) Epimerisierung von malonsaeureestern.
DE2407115A1 (de) Neue 1,4-dihydropyridinderivate
DE2155578C3 (de) Verfahren zur Herstellung von 8,9-Didehydro- 10-alkoxy-ergolenderivaten
DE1518251A1 (de) Verfahren zur Herstellung von Saccharoseestern von Fettsaeuren
DE2167181C3 (de) Methyl-N-acetyl-6,7-aziridino-6-desamino-7-desoxy-2,3,4-tri-0-acetyl- -thiolincosaminid und Verfahren zu dessen Herstellung
AT204703B (de) Verfahren zur Herstellung von Diestern der O-(O'-Carboxy-syringoyl)-reserpsäure
DE539784C (de) Verfahren zur Herstellung von Farbstoffen der Polymethinreihe
DE91652T1 (de) Ergolinderivate, verfahren zu ihrer herstellung und diese enthaltende pharmazeutische zusammensetzungen.
AT209005B (de) Verfahren zur Herstellung neuer Ester
DE3012667A1 (de) Verfahren zur herstellung von derivaten von 6- beta -amidinopenicillansaeure
DE2217404C3 (de) Neue herzwirksame Cardenolid-Rhamnoside
DE2026508C3 (de) Verfahren zur Herstellung von Kalium-, Natrium- oder Calciumsalzen von 6-Amino-acylamidopenicillansäuren
DE855712C (de) Verfahren zur Herstellung neuer, in 8-Stellung substituierter 6, 9-Dioxy-2-amino-pteridinderivate
DE1033211B (de) Verfahren zur Herstellung von Reserpsaeuremonoestern mit freier Hydroxylgruppe und Reserpsaeurediestern sowie deren Salzen und quaternaeren Ammoniumverbindungen
DE3500029A1 (de) Anthracyclinester
DE2050640A1 (de) Basisch substituierte Derivate des (lH,3H)-Chinazolin-2-thion-4-ons
AT209007B (de) Verfahren zur Herstellung von 9 α-Halogen-4-pregnen-16 α, 17 α,21-triol-3, 11, 20-trionen und ihren Estern
DE1952244C (de) Verfahren zur Herstellung von neuen eckige Klammer auf 5 (S>Methylpipendyl 2 eckige Klammer zu delta 16 pregnen derivaten
AT202127B (de) Verfahren zur Herstellung neuer Cyanacethydrazidderivate
AT201245B (de) Verfahren zur Herstellung von neuen am Indolstickstoff substituierten Derivaten der Lysergsäuren-Reihe
DE740773C (de) Verfahren zur Herstellung von neuen heterocyclischen Verbindungen
DE1024092B (de) Verfahren zur Herstellung von therapeutisch wertvollen Mono- und Diacylderivaten von Dioxyphthalsaeuren
DD203546A1 (de) Verfahren zur herstellung von kondensierten heterocyclen
DE3120453A1 (de) Verfahren zur herstellung von carbonsaeureestern
DE3500023A1 (de) 4'-desoxyanthracyclinester