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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 429589Erstellt: 25. Oktober 2026

Dimethyldioxirane → Epothilone B

https://huagongshe.com/reaction/429589

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethyldioxiraneHCID 115197—
EduktEpothilone DHCID 447865—
LösungsmittelDichloromethaneHCID 6344—
ProduktEpothilone BHCID 448013—

Reaktionsbedingungen

Temperatur-50 °C

Reaktionsschritte

To a solution of desoxyepothilone B (0.0022 g, 0.0041 mmol) in CH2Cl2 (0.25 mL) at −50° C. was added dimethyidioxirane (0.1 mL, 0.0095 mmol) dropwise. The resulting solution was stirred at −50° C. for 1 h. The dimethyldioxirane and solvent were removed by a stream of N2. The residue was purified by flash column chromatography (hexanes/ethyl acetate, 1:1) gave 0.0015 g (70%) of epothiolone B (2) as a pale yellow oil which was identical with an authentic sample in 1H NMR, IR, mass spectrum, and [α]D.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06316630B1
Quelldatensatzuspto-grants-2001_11
ORD IDord-0b873c112395462395c2752178ba67d2
Quellennotizuspto-grants-2001_11