Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | Tri-tert-butyl 1,4,7,10-Tetraazacyclododecane-1,4,7-triacetate | HCID 11237632 | — |
| Edukt | 2-Chloro-N-(phenanthridin-6-ylmethyl)acetamide | HCID 86712484 | — |
| Lösungsmittel | Acetonitrile | HCID 6342 | — |
| Lösungsmittel | acetonitrile N,N-dimethylformamide | HCID 21891449 | — |
| Produkt | HCID 86712485 | HCID 86712485 | — |
Reaktionsschritte
Tri-tert-butyl 2,2′,2″-(1,4,7,10-tetraazacyclododecane-1,4,7-triyl)triacetate (33.5 mg, 65.1 mop was dissolved in dry CH3CN (10 mL) and magnetically stirred under N2(g). Anhydrous K2CO3 (30.0 mg, 0.217 mmol) was added, followed by 2-chloro-N-(phenanthridin-6-ylmethyl)acetamide (Weitz et al., J. Am. Chem. Soc., 2012, 134, 16099-16102) (15.4 mg, 54.2 mmol) dissolved in 15 mL CH3CN/DMF (2:1), and the reaction mixture was heated to reflux for 27 hours under N2(g). The reaction mixture was then filtered and concentrated under reduced pressure to yield a colorless glass that was used without further purification in the next step. 1H NMR (500 MHz, CDCl3) δ 1.45 (s, 27H), 2.70-3.21 (m, 16H), 3.37-3.42 (m, 6H), 5.41 (d, J=15 Hz, 2H), 7.66-7.87 (m, 3H), 8.02 (d, J=7.0 Hz, 1H), 8.22 8.28 (d, J=6.5 Hz, 1H), 8.55 (d, J=8.0 Hz, 1H), 8.63 (d, J=7.5 Hz, 1H), 8.77 (d, J=7.0 Hz, 1H). HRMS (ESI): calc for [C42H62N6O7]+ ([M+H]+): m/z 763.4753. found: 763.4739.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patentnummer | US09194802B2 |
|---|
| Quelldatensatz | uspto-grants-2015_11 |
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| ORD ID | ord-2ead88fa8bfe460c9abc1dbc0fe05ead |
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| Quellennotiz | uspto-grants-2015_11 |
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