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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1501936Erstellt: 25. Oktober 2026

tert-butyl (3S)-3-(hydroxymethyl)piperazine-1-carboxylate → (S)-tert-butyl 4-(2-hydroxy-2-(4-methyl-1-oxo-1,3-dihydroisobenzofuran-5-yl)ethyl)-3-(hydroxymethyl)piperazine-1-carboxylate

https://huagongshe.com/reaction/1501936

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukttert-butyl (3S)-3-(hydroxymethyl)piperazine-1-carboxylateHCID 24820294—
Edukt4-Methyl-5-(oxiran-2-yl)-2-benzofuran-1(3H)-oneHCID 55270555—
LösungsmittelEthanolHCID 702—
Produkt(S)-tert-butyl 4-(2-hydroxy-2-(4-methyl-1-oxo-1,3-dihydroisobenzofuran-5-yl)ethyl)-3-(hydroxymethyl)piperazine-1-carboxylateHCID 71270662—

Reaktionsbedingungen

Temperatur150 °C

Reaktionsschritte

4-Methyl-5-oxiran-2-yl-2-benzofuran-1(3H)-one (3.00 g, 15.8 mmol) and (S)-4-N—BOC-2-hydroxymethylpiperazine (5.12 g. 23.7 mmol) were suspended in ethanol (10 mL) in a 20 mL microwave tube. The reaction mixture was degassed and heated in a microwave apparatus for 30 min at 150° C. The reaction mixture was evaporated to dryness, then chromatographed through a 330 g Redi-sep column and eluted with a solvent system of 1:1 EtOAc/hexane to 100% EtOAc to yield the title compound. LC-MS: M+1=407.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09206199B2
Quelldatensatzuspto-grants-2015_12
ORD IDord-58ceea4e65dc4161beb5612a292e70a3
Quellennotizuspto-grants-2015_12