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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1815964Erstellt: 25. Oktober 2026

Ethyl vinyl ether → 7-Bromo-6-[3-bromo-2-(1-ethoxyethoxy)-propoxy]-1-[(S)-2-(tert-butyldimethyl-silanyloxy)-propyl]-1H-indazole

https://huagongshe.com/reaction/1815964

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktEthyl vinyl etherHCID 8023—
Edukt1-Bromo-3-[7-bromo-1-[(S)-2-(tert-butyl-dimethyl-silanyloxy)-propyl]-1H-indazol-6-yloxy]-propan-2-olHCID 69564280—
Katalysatorp-Toluenesulfonic acidHCID 6101—
LösungsmittelDichloromethaneHCID 6344—
Produkt7-Bromo-6-[3-bromo-2-(1-ethoxyethoxy)-propoxy]-1-[(S)-2-(tert-butyldimethyl-silanyloxy)-propyl]-1H-indazoleHCID 6956524885,1%

Reaktionsschritte

To a solution of the product from Step E (1.85 g, 3.54 mmol) and p-toluenesulfonic acid (0.01 g) in dichloromethane (50 mL) at 0° C. was added ethyl vinyl ether (1 mL, 10.5 mmol). After 30 min the reaction was quenched with a saturated solution of sodium bicarbonate (50 mL) and extracted with EtOAc (3×80 mL). Evaporation and purification by chromatography (silica, 1% to 8% EtOAc/hexane) gave a viscous oil (1.79 g, 81%): LC/MS (+APCI) m/z 595 (M+H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06881749B2
Quelldatensatzuspto-grants-2005_04
ORD IDord-5db1d6e901934fd2839379fc377ad21a
Quellennotizuspto-grants-2005_04