HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 451672Erstellt: 24. Oktober 2026
Sodium hydride → (R)-tert-butyl 3-((R)-(2-(tert-butyldimethylsilyloxy)ethoxy)(3-chlorophenyl)methyl)piperidine-1-carboxylate
https://huagongshe.com/de/reaction/451672
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
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| Edukt | Sodium hydride | HCID 24758 | — |
| Edukt | (2-Bromoethoxy)-tert-butyldimethylsilane | HCID 3608067 | — |
| Edukt | 1-Piperidinecarboxylic acid, 3-[(R)-(3-chlorophenyl)hydroxymethyl]-, 1,1-dimethylethyl ester, (3R)- | HCID 44555022 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | (R)-tert-butyl 3-((R)-(2-(tert-butyldimethylsilyloxy)ethoxy)(3-chlorophenyl)methyl)piperidine-1-carboxylate | HCID 59201708 | — |
Reaktionsschritte
To a mixture of (R)-tert-butyl 3-((R)-(3-chlorophenyl)(hydroxy)methyl)piperidine-1-carboxylate (0.1964 g, 0.60 mmol, 1.0 equiv) and 60% NaH in oil (0.753 g, 18.8 mmol, 31 equiv) in THF (15 mL) was added (2-bromoethoxy)-tert-butyldimethylsilane (2.042 g, 8.5 mmol, 14 equiv). The resulting mixture was heated at 80° C. for 19 h and then quenched with water, extracted with EtOAc and dried over Na2SO4. After the solvent was removed, the crude product was used in the next step without further purification.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08487108B2 |
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| Quelldatensatz | uspto-grants-2013_07 |
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| ORD ID | ord-ba8143588d5240ffa1729f6e19ad5135 |
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| Quellennotiz | uspto-grants-2013_07 |
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