Zurück
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

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium hydrideHCID 24758—
Edukt(2-Bromoethoxy)-tert-butyldimethylsilaneHCID 3608067—
Edukt1-Piperidinecarboxylic acid, 3-[(R)-(3-chlorophenyl)hydroxymethyl]-, 1,1-dimethylethyl ester, (3R)-HCID 44555022—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt(R)-tert-butyl 3-((R)-(2-(tert-butyldimethylsilyloxy)ethoxy)(3-chlorophenyl)methyl)piperidine-1-carboxylateHCID 59201708—

Reaktionsbedingungen

Temperatur80 °C

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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08487108B2
Quelldatensatzuspto-grants-2013_07
ORD IDord-ba8143588d5240ffa1729f6e19ad5135
Quellennotizuspto-grants-2013_07