HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Ethyl Acetate → [(S)-1-benzyloxymethyl-2-(2-iodo-1,1-diphenylethoxy)-ethyl]-carbamic acid tert-butyl ester
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Ethyl Acetate | HCID 8857 | — |
| Edukt | 1,1-Diphenylethylene | HCID 10740 | — |
| Edukt | N-Iodosuccinimide | HCID 120273 | — |
| Edukt | (R)-(+)-3-Benzyloxy-2-(Boc-amino)-1-propanol | HCID 11065873 | — |
| Lösungsmittel | Acetonitrile | HCID 6342 | — |
| Produkt | [(S)-1-benzyloxymethyl-2-(2-iodo-1,1-diphenylethoxy)-ethyl]-carbamic acid tert-butyl ester | HCID 68558007 | — |
Reaktionsschritte
Dissolve ((R)-2-benzyloxy-1-hydroxymethylethyl)-carbamic acid tert-butyl ester (1.0 g, 3.55 mmol) and 1,1-diphenylethylene (0.534 g, 2.96 mmol) in acetonitrile (20 mL). Add N-iodosuccinimide (0.800 g, 3.55 mmol) and stir at room temperature 72 hours. Pour into ethyl acetate and wash with saturated aqueous sodium chloride. Dry (magnesium sulfate), filter and concentrate. Purify on silica gel, eluting with 0:100 to 30:70 ethyl acetate:hexanes to give the desired compound.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07745438B2 |
| Quelldatensatz | uspto-grants-2010_06 |
| ORD ID | ord-d84c6867d5d949f78021d1ce8021af7c |
| Quellennotiz | uspto-grants-2010_06 |