HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Triphenylphosphine → Dibenzyl azodicarboxylate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Triphenylphosphine | HCID 11776 | — |
| Edukt | Dibenzyl azodicarboxylate | HCID 5387121 | — |
| Edukt | 7-Allyl-8-chloro-3-pentyl-1H-purine-2,6(3H,7H)-dione | HCID 59299557 | — |
| Edukt | 3-{3-[(4-Chlorophenyl)methyl]-1,2,4-oxadiazol-5-yl}-1-propanol | HCID 66812939 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | Dibenzyl azodicarboxylate | HCID 5387121 | 177,5% |
| Produkt | 8-Chloro-1-(3-{3-[(4-chlorophenyl)methyl]-1,2,4-oxadiazol-5-yl}propyl)-3-pentyl-3,7-dihydro-1H-purine-2,6-dione | HCID 59395525 | — |
Reaktionsschritte
To a solution of 8-chloro-3-pentyl-7-(2-propen-1-yl)-3,7-dihydro-1H-purine-2,6-dione (0.10 g, 0.34 mmol), 3-{3-[(4-chlorophenyl)methyl]-1,2,4-oxadiazol-5-yl}-1-propanol (0.086 g, 0.34 mmol) and triphenylphosphine (0.186 g, 0.69 mmol) in THF (5 ml) was added dibenzylazodicarboxylate (0.204 g, 0.68 mmol) and the solution stirred for 18 h. The solution was then concentrated and the residues chromatographed over silica (20 g, SPE) eluting with DCM initially then DCM/Et2O mixtures to yield the title compound contaminated with dibenzylazodicarboxylate by-products (0.18 g). Material used crude in deprotection step.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08143264B2 |
| Quelldatensatz | uspto-grants-2012_03 |
| ORD ID | ord-981292021ff24f748c5004279100e538 |
| Quellennotiz | uspto-grants-2012_03 |