HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Ozone → (S)-6-(4-fluorophenyl)-6-(2-hydroxyethyl)-3-((S)-1-(4-(pyridin-3-yl)phenyl)ethyl)-1,3-oxazinan-2-one
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Ozone | HCID 24823 | — |
| Edukt | 3-Pyridinylboronic acid | HCID 2734378 | — |
| Edukt | Sodium borohydride | HCID 4311764 | — |
| Edukt | (R)-6-allyl-3-((S)-1-(4-bromophenyl)ethyl)-6-(4-fluorophenyl)-1,3-oxazinan-2-one | HCID 53473487 | — |
| Produkt | (S)-6-(4-fluorophenyl)-6-(2-hydroxyethyl)-3-((S)-1-(4-(pyridin-3-yl)phenyl)ethyl)-1,3-oxazinan-2-one | HCID 58109197 | — |
Reaktionsschritte
The title compound was prepared from (R)-6-allyl-3-((S)-1-(4-bromophenyl)ethyl)-6-(4-fluorophenyl)-1,3-oxazinan-2-one and pyridine-3-boronic acid using a procedure analogous to that described in Example 1 Step 2 followed by treatment with (i) ozone and (ii) NaBH4. LC-MS Method 2 tR=1.412, min, m/z=421.2; 1H NMR (CDCl3) 1.52 (d, 3H), 2.03-2.17 (m, 3H), 2.22-2.32 (m, 3H), 2.81 (m, 1H), 3.47-3.52 (m, 1H), 3.72 (m, 1H), 5.63 (m, 1H), 6.93-7.01 (m, 4H), 7.21-7.26 (m, 2H), 7.28-7.33 (m, 3H), 7.73 (m, 1H), 8.51 (m, 1H), 8.68 (m, 1H).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08569292B2 |
| Quelldatensatz | uspto-grants-2013_10 |
| ORD ID | ord-a6f3ab3881094b8bab6c6408467382d1 |
| Quellennotiz | uspto-grants-2013_10 |