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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 6257Erstellt: 23. Oktober 2026

Dichloromethane methanol → Diethyl (S)-[1-(t-butyldiphenylsilyloxymethyl)-2-hydroxyethoxy]methylphosphonate

https://huagongshe.com/de/reaction/6257

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDichloromethane methanolHCID 21226129—
Eduktdiethyl (S)-[2-benzyloxy-1-(t-butyldiphenylsilyloxymethyl)ethoxy]methylphosphonateHCID 53667746—
EduktHCID 178418361HCID 178418361—
KatalysatorPalladiumHCID 23938—
KatalysatorHydrochloride methanolHCID 21893726—
LösungsmittelEthanolHCID 702—
ProduktDiethyl (S)-[1-(t-butyldiphenylsilyloxymethyl)-2-hydroxyethoxy]methylphosphonateHCID 5425079085,1%

Reaktionsschritte

To a solution of diethyl (S)-[2-benzyloxy-1-(t-butyldiphenylsilyloxymethyl)ethoxy]methylphosphonate (1.90 g, 3.3 mmol) in ethanol (20 ml) containing a trace of methanol/HCl (10 drops), was added 10%Pd-C (1.2 g). The mixture was shaken under an atmosphere of hydrogen at ambient temperature and atmospheric pressure until hydrogen uptake was complete and t.l.c. (SiO2, CH2Cl2 -MeOH, 95:5) indicated no starting material remained. The reaction mixture was filtered, the filtrate evaporated and the residue obtained chromatographed on silica gel (dichloromethanemethanol, 95:5 as eluant) to give the title compound as a colourless oil (1.35 g, 84%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05247085
Quelldatensatzuspto-grants-1993_09
ORD IDord-f1025d795abd4352a2b488c82920f958
Quellennotizuspto-grants-1993_09