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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 79188Erstellt: 24. Oktober 2026

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

https://huagongshe.com/de/reaction/79188

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
PatentnummerUS08841312B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-57b2c2a245a64c9493a362b4fa19c332
Quellennotizuspto-grants-2014_09