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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 20006Erstellt: 25. Oktober 2026

Sodium Thiosulfate → HCID 86614116, Verbindung

https://huagongshe.com/reaction/20006

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium ThiosulfateHCID 24477—
EduktTriacetoxyperiodinaneHCID 159087—
EduktSodium BicarbonateHCID 516892—
Edukt(S)-N-((2S,3S)-3-(tert-butyldimethylsilyloxy)-1-(3-chloro-5-fluorophenyl)-4-hydroxybutan-2-yl)-2-methylpropane-2-sulfinamideHCID 67305153—
LösungsmittelDiethyl EtherHCID 3283—
LösungsmittelDichloromethaneHCID 6344—
ProduktHCID 86614116HCID 86614116803,6%

Reaktionsschritte

To a 250 ml rbf was added (S)—N-((2S,3S)-3-(tert-butyldimethylsilyloxy)-1-(3-chloro-5-fluorophenyl)-4-hydroxybutan-2-yl)-2-methylpropane-2-sulfinamide (160.00 mg) and DCM (10 ml) followed by SODIUM BICARBONATE (148.7 mg, 5 eq) and Dess-MartinPeriodinane (195.1 mg, 1.30 eq). The reaction was allowed to stir for 2 h and then quenched with sodium bicarbonate (sat, 100 mL) and added SODIUM THIOSULFATE (391.7 mg, 2477 μmol) along with diethyl ether (100 ml). The quenched reaction was allowed to stir for 2 h and then the aq. layer was extracted with ether (3×75 mL). The combined organics were washed with brine and dried with magnesium sulfate, filtered and concentrated to give 1280 mg of a solid/oil mixture, which was purified on a silica gel column (20% EtOAc in hexanes) to give the title compound as a colorless oil.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07745484B2
Quelldatensatzuspto-grants-2010_06
ORD IDord-9bc9ac90055d40dfa4d78c0b64f3866e
Quellennotizuspto-grants-2010_06