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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 876012Erstellt: 25. Oktober 2026

Imidazole → (R)-t-Butyl 2-((t-butyldimethylsilyloxy)methyl)piperazine-1-carboxylate

https://huagongshe.com/reaction/876012

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktImidazoleHCID 795—
EduktPotassium CarbonateHCID 11430—
Edukttert-Butyldimethylsilyl chlorideHCID 28928—
Edukt(R)-2-Hydroxymethyl-piperazine-1-carboxylic acid tert-butyl esterHCID 24820219—
LösungsmittelDichloromethaneHCID 6344—
Produkt(R)-t-Butyl 2-((t-butyldimethylsilyloxy)methyl)piperazine-1-carboxylateHCID 5829966760,3%

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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08980903B2
Quelldatensatzuspto-grants-2015_03
ORD IDord-7282317f085f4061830c5b73a88005a5
Quellennotizuspto-grants-2015_03