HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Imidazole → (R)-t-Butyl 2-((t-butyldimethylsilyloxy)methyl)piperazine-1-carboxylate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Imidazole | HCID 795 | — |
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | tert-Butyldimethylsilyl chloride | HCID 28928 | — |
| Edukt | (R)-2-Hydroxymethyl-piperazine-1-carboxylic acid tert-butyl ester | HCID 24820219 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | (R)-t-Butyl 2-((t-butyldimethylsilyloxy)methyl)piperazine-1-carboxylate | HCID 58299667 | 60,3% |
Reaktionsschritte
(R)-t-Butyl 2-(hydroxymethyl)piperazine-1-carboxylate (1.15 g, 5.32 mmol), t-butylchlorodimethylsilane (0.882 g, 5.85 mmol), and imidazole (0.796 g, 11.7 mmol) were stirred in dichloromethane (3 mL) for three days. The solution was added to aqueous K2CO3 (30 mL) and extracted with dichloromethane (3×30 mL). The combined organics were dried (MgSO4) and evaporated to give a yellow oil. Silica gel chromatography (gradient elution hexanes/0-50% ethyl acetate) afforded compound 308 as a colorless oil (1.06 g, 60%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08841312B2 |
| Quelldatensatz | uspto-grants-2014_09 |
| ORD ID | ord-57b2c2a245a64c9493a362b4fa19c332 |
| Quellennotiz | uspto-grants-2014_09 |