HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Imidazole → (2R,4R)-4-(tert-butyl-diphenyl-silanyloxy)-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Imidazole | HCID 795 | — |
| Edukt | Dimethylformamide | HCID 6228 | — |
| Edukt | tert-Butyldiphenylchlorosilane | HCID 94078 | — |
| Edukt | (2R,4R)-1-((benzyloxy)carbonyl)-4-hydroxypyrrolidine-2-carboxylic acid | HCID 688416 | — |
| Lösungsmittel | Ethyl Acetate | HCID 8857 | — |
| Produkt | (2R,4R)-4-(tert-butyl-diphenyl-silanyloxy)-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester | HCID 67482921 | — |
Reaktionsschritte
2.32 g of tert-butyldiphenylsilyl chloride and 2.32 g of imidazole were added in order to a dimethylformamide (60 ml) solution of 3.61 g of (2R,4R)-4-hydroxy-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester, and the reaction liquid was stirred overnight at room temperature. The reaction liquid was diluted with ethyl acetate, washed with aqueous saturated ammonium chloride and saturated saline in order, and dried with anhydrous sodium sulfate. The solvent was evaporated away under reduced pressure, and the resulting residue was purified through silica gel column chromatography (developing solvent: hexane/ethyl acetate=1/2) to obtain the entitled compound.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07728025B2 |
| Quelldatensatz | uspto-grants-2010_06 |
| ORD ID | ord-72690fe8b46b401484ce85a4f574b9e7 |
| Quellennotiz | uspto-grants-2010_06 |