DK2226316T3 - Kobberkatalyseret ligation af azider og acetylener - Google Patents

Kobberkatalyseret ligation af azider og acetylener Download PDF

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Publication number
DK2226316T3
DK2226316T3 DK10005413.9T DK10005413T DK2226316T3 DK 2226316 T3 DK2226316 T3 DK 2226316T3 DK 10005413 T DK10005413 T DK 10005413T DK 2226316 T3 DK2226316 T3 DK 2226316T3
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DK
Denmark
Prior art keywords
copper
ligation reaction
reaction
vol
triazole
Prior art date
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DK10005413.9T
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English (en)
Inventor
Barry K Sharpless
Valery Fokin
Vsevolod Rostovsev
Fahmi Himo
Luke Green
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Scripps Research Inst
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Publication of DK2226316T3 publication Critical patent/DK2226316T3/da

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
    • C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
    • C07D249/04—1,2,3-Triazoles; Hydrogenated 1,2,3-triazoles
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/18—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms
    • B01J31/1805—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms the ligands containing nitrogen
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
    • C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
    • C07D249/04—1,2,3-Triazoles; Hydrogenated 1,2,3-triazoles
    • C07D249/06—1,2,3-Triazoles; Hydrogenated 1,2,3-triazoles with aryl radicals directly attached to ring atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
    • C07D403/06—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2231/00—Catalytic reactions performed with catalysts classified in B01J31/00
    • B01J2231/30—Addition reactions at carbon centres, i.e. to either C-C or C-X multiple bonds
    • B01J2231/32—Addition reactions to C=C or C-C triple bonds
    • B01J2231/324—Cyclisations via conversion of C-C multiple to single or less multiple bonds, e.g. cycloadditions
    • B01J2231/327—Dipolar cycloadditions
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
    • B01J2531/10—Complexes comprising metals of Group I (IA or IB) as the central metal
    • B01J2531/16—Copper
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
    • B01J2531/90—Catalytic systems characterized by the solvent or solvent system used
    • B01J2531/96—Water

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Inorganic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Catalysts (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Steroid Compounds (AREA)
  • Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
  • Silver Salt Photography Or Processing Solution Therefor (AREA)
  • Studio Devices (AREA)

Claims (4)

1. Fremgangsmåde omfattende følgende trin: katalysering af en klikkemisk ligationsreaktion mellem en første reaktant med en terminal alkynmolekyldel og en anden reaktant med en azidmolekyldel til dannelse af et produkt med en triazol-molekyldel, hvor den klikkemiske ligationsreaktion udføres i en opløsning i kontakt med metallisk kobber, hvilket metalliske kobber virker som en kilde til katalytisk Cu(I) for katalyse af den klikkemiske ligationsreaktion.
2. Fremgangsmåde ifølge krav 1, hvori opløsningen er en vandig opløsning.
3. Fremgangsmåde ifølge krav 1, hvori de første og andre reaktanter er til stede under den klikkemiske ligationsreaktion i ækvimolære mængder.
4. Fremgangsmåde ifølge krav 1, hvori den klikkemiske ligationsreaktion udføres i en opløsning i i det mindste delvis kontakt med et kobberkar.
DK10005413.9T 2002-05-30 2003-05-30 Kobberkatalyseret ligation af azider og acetylener DK2226316T3 (da)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US38504102P 2002-05-30 2002-05-30
EP03731490.3A EP1507769B2 (en) 2002-05-30 2003-05-30 Copper-catalysed ligation of azides and acetylenes

Publications (1)

Publication Number Publication Date
DK2226316T3 true DK2226316T3 (da) 2016-04-11

Family

ID=29712129

Family Applications (2)

Application Number Title Priority Date Filing Date
DK10005413.9T DK2226316T3 (da) 2002-05-30 2003-05-30 Kobberkatalyseret ligation af azider og acetylener
DK03731490.3T DK1507769T4 (da) 2002-05-30 2003-05-30 Kobber-katalyseret ligering af azider og acetylener

Family Applications After (1)

Application Number Title Priority Date Filing Date
DK03731490.3T DK1507769T4 (da) 2002-05-30 2003-05-30 Kobber-katalyseret ligering af azider og acetylener

Country Status (13)

Country Link
US (8) US7375234B2 (da)
EP (2) EP1507769B2 (da)
JP (1) JP4638225B2 (da)
KR (2) KR101048279B1 (da)
CN (1) CN1671673B (da)
AT (1) ATE469135T1 (da)
AU (2) AU2003240482B2 (da)
CA (1) CA2487424C (da)
DE (1) DE60332725D1 (da)
DK (2) DK2226316T3 (da)
ES (2) ES2346646T5 (da)
HK (2) HK1073658A1 (da)
WO (1) WO2003101972A1 (da)

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