HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
1-Octyne → tert-Butyl-5-((4-(N-(6,6-dimethylbicyclo[3.1.1]heptan-2-yl)sulfam-oyl)phenyl)ethynyl)-2,2-dimethyl-1,3-dioxan-5-ylcarbamate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 1-Octyne | HCID 12370 | — |
| Edukt | 1,1-Dimethylethyl N-(5-ethynyl-2,2-dimethyl-1,3-dioxan-5-yl)carbamate | HCID 11514385 | — |
| Edukt | 4-Bromo-N-(6,6-dimethylbicyclo[3.1.1]heptan-2-yl)benzene sulfonamide | HCID 66614941 | — |
| Edukt | 5-Iodo-2-tritylisoindoline | HCID 66726248 | — |
| Produkt | tert-Butyl-5-((4-(N-(6,6-dimethylbicyclo[3.1.1]heptan-2-yl)sulfam-oyl)phenyl)ethynyl)-2,2-dimethyl-1,3-dioxan-5-ylcarbamate | HCID 131733945 | 46% |
Reaktionsschritte
When tert-butyl 5-ethynyl-2,2-dimethyl-1,3-dioxan-5-ylcarbamate was substituted for 1-octyne and the product of Step A was substituted for 5-iodo-2-tritylisoindoline in Example 2, Step D, the similar process afforded the title compound in 46% yield, as a creamy paste. 1H-NMR (CDCl3) 0.85 (s, 3H); 1.1 (s, 3H); 1.44 (s, 3H); 1.46 (s, 9H); 1.48 (s, 3H); 1.63-1.65 (m, 2H); 1.79-1.86 (m, 5H); 2.05-2.08 (m, 1H); 2.27-2.32 (m, 1H); 2.89 (tr, 2H, J=6.59 Hz); 4.0-4.13 (m, 4H); 4.6 (broad s, 1H); 5.23 (s, 1H); 7.52 (d, 2H, J=8.25 Hz); 7.75 (d, 2H, J=8.46 Hz).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09181182B2 |
| Quelldatensatz | uspto-grants-2015_11 |
| ORD ID | ord-fdad6b56e7cd450daea112dfbf0962a5 |
| Quellennotiz | uspto-grants-2015_11 |