PL445313A1 - Glycoporphyrins and the method of obtaining them - Google Patents
Glycoporphyrins and the method of obtaining themInfo
- Publication number
- PL445313A1 PL445313A1 PL445313A PL44531323A PL445313A1 PL 445313 A1 PL445313 A1 PL 445313A1 PL 445313 A PL445313 A PL 445313A PL 44531323 A PL44531323 A PL 44531323A PL 445313 A1 PL445313 A1 PL 445313A1
- Authority
- PL
- Poland
- Prior art keywords
- general formula
- compound
- glycoporphyrins
- temperature
- reacting
- Prior art date
Links
- 150000001875 compounds Chemical class 0.000 abstract 4
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 abstract 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 abstract 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 abstract 3
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 abstract 2
- XYFCBTPGUUZFHI-UHFFFAOYSA-N Phosphine Chemical compound P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 abstract 2
- 239000000203 mixture Substances 0.000 abstract 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 abstract 1
- PTFCDOFLOPIGGS-UHFFFAOYSA-N Zinc dication Chemical compound [Zn+2] PTFCDOFLOPIGGS-UHFFFAOYSA-N 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 239000003446 ligand Substances 0.000 abstract 1
- 229910052751 metal Inorganic materials 0.000 abstract 1
- 239000002184 metal Substances 0.000 abstract 1
- 229910052763 palladium Inorganic materials 0.000 abstract 1
- 229910000073 phosphorus hydride Inorganic materials 0.000 abstract 1
- VFWRGKJLLYDFBY-UHFFFAOYSA-N silver;hydrate Chemical compound O.[Ag].[Ag] VFWRGKJLLYDFBY-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H23/00—Compounds containing boron, silicon or a metal, e.g. chelates or vitamin B12
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Biochemistry (AREA)
- Biotechnology (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Molecular Biology (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Catalysts (AREA)
Abstract
Przedmiotem wynalazku jest glikoporfiryna o ogólnym wzorze 1 oraz sposób jej wytwarzania obejmujący: a) reakcję (5-(4-(4,4,5,5-tetrametylo-1,3,2-dioksoboralan-2-ylo)fenylo-10,15,20-trifenyloporfirynato)cynku(II) ze związkiem o wzorze ogólnym 2 lub ze związkiem o wzorze ogólnym 3 w mieszaninie N,N-dimetyloformamidu i toluenu w stosunku objętościowym 1:5, w obecności katalizatora palladowego, ligandu fosfinowego, tlenku srebra (I) i zasady w temperaturze 70°C-110°C przez 3-24 h, korzystnie przez 18 h z otrzymaniem związku o wzorze ogólnym 4 lub 5; b) reakcję związku o wzorze ogólnym 4 lub 5 otrzymanego w etapie a) z węglanem metalu prowadzoną w mieszaninie metanolu i chlorku metylenu w stosunku objętościowym 1:1, w temperaturze 20°C-50°C, korzystnie w temperaturze pokojowej z otrzymaniem glikoporfiryn o wzorze ogólnym 1.The subject of the invention is a glycoporphyrin of general formula 1 and a method for its preparation, comprising: a) reacting (5-(4-(4,4,5,5-tetramethyl-1,3,2-dioxoboralan-2-yl)phenyl-10,15,20-triphenylporphyrinato)zinc(II) with a compound of general formula 2 or with a compound of general formula 3 in a mixture of N,N-dimethylformamide and toluene in a volume ratio of 1:5, in the presence of a palladium catalyst, a phosphine ligand, silver(I) oxide and a base at a temperature of 70°C-110°C for 3-24 h, preferably for 18 h to obtain a compound of general formula 4 or 5; b) reacting the compound of general formula 4 or 5 obtained in step a) with a metal carbonate carried out in a mixture of methanol and methylene chloride in a volume ratio of 1:1, at a temperature of 20°C-50°C, preferably at room temperature to obtain glycoporphyrins of general formula 1.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL445313A PL445313A1 (en) | 2023-06-22 | 2023-06-22 | Glycoporphyrins and the method of obtaining them |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL445313A PL445313A1 (en) | 2023-06-22 | 2023-06-22 | Glycoporphyrins and the method of obtaining them |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| PL445313A1 true PL445313A1 (en) | 2024-12-23 |
Family
ID=94644290
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PL445313A PL445313A1 (en) | 2023-06-22 | 2023-06-22 | Glycoporphyrins and the method of obtaining them |
Country Status (1)
| Country | Link |
|---|---|
| PL (1) | PL445313A1 (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| PL451782A1 (en) * | 2025-04-11 | 2025-12-08 | Politechnika Warszawska | Trans-A2B2 glycoporphyrins and their method of preparation |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20080279781A1 (en) * | 2007-05-10 | 2008-11-13 | Brookhaven Science Associates, Llc | Glycosylated Carboranylporphyrins and Uses Thereof |
| WO2013015774A1 (en) * | 2011-07-22 | 2013-01-31 | Biolitec Pharma Marketing Ltd | Glyco-substituted dihydroxy-chlorins and b-functionalized chlorins for anti-microbial photodynamic therapy |
-
2023
- 2023-06-22 PL PL445313A patent/PL445313A1/en unknown
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20080279781A1 (en) * | 2007-05-10 | 2008-11-13 | Brookhaven Science Associates, Llc | Glycosylated Carboranylporphyrins and Uses Thereof |
| WO2013015774A1 (en) * | 2011-07-22 | 2013-01-31 | Biolitec Pharma Marketing Ltd | Glyco-substituted dihydroxy-chlorins and b-functionalized chlorins for anti-microbial photodynamic therapy |
Non-Patent Citations (1)
| Title |
|---|
| GODLEWSKI B. ET AL., SONOGASHIRA CROSS-COUPLING AS A KEY STEP IN THE SYNTHESIS OF NEW GLYCOPORPHYRINS. ORG. CHEM. FRONT., 2022,9, 2396-2404; HTTPS://DOI.ORG/10.1039/D1QO01909K * |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| PL451782A1 (en) * | 2025-04-11 | 2025-12-08 | Politechnika Warszawska | Trans-A2B2 glycoporphyrins and their method of preparation |
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