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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 33013Erstellt: 25. Oktober 2026

Bromotrimethylsilane → {2-[2-Ethyl-4-(6-ethyl-4-hydroxy-7-methyl-3-oxo-1,3-dihydro-isobenzofuran-5-yl)-but-2-enylamino]-ethyl}-phosphonic acid

https://huagongshe.com/reaction/33013

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktBromotrimethylsilaneHCID 76113—
Edukt(2-{2-Ethyl-4-[6-ethyl-7-methyl-3-oxo-4-(2-trimethylsilanyl-ethoxy)-1,3-dihydro-isobenzofuran-5-yl]-but-2-enyl amino}-ethyl)-phosphonic acid diethyl esterHCID 72563629—
LösungsmittelDimethylformamideHCID 6228—
LösungsmittelDichloromethaneHCID 6344—
Produkt{2-[2-Ethyl-4-(6-ethyl-4-hydroxy-7-methyl-3-oxo-1,3-dihydro-isobenzofuran-5-yl)-but-2-enylamino]-ethyl}-phosphonic acidHCID 6701023444,7%

Reaktionsschritte

(2-{2-Ethyl-4-[6-ethyl-7-methyl-3-oxo-4-(2-trimethylsilanyl-ethoxy)-1,3-dihydro-isobenzofuran-5-yl]-but-2-enylamino}-ethyl)-phosphonic acid diethyl ester (24.9 mg, 0.045 mmol) was dissolved in DMF (0.5 mL) and DCM (0.5 mL). Trimethylsilyl bromide (68.7 mg, 0.449 mmol) was added and the reaction was stirred at room temperature. After 20 hours, the reaction was quenched with MeOH (0.15 mL). The solvents were evaporated in vacuo and the crude material was purified by RP-HPLC (eluent: water/MeCN). The product-containing fractions were combined and lyophilized to yield 8.0 mg of the free phosphonic acid [MS: 498 M++1].

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07427636B2
Quelldatensatzuspto-grants-2008_09
ORD IDord-305807b8b6f94a27ae8414a5877d6649
Quellennotizuspto-grants-2008_09