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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 6274Erstellt: 24. Oktober 2026

Bromotrimethylsilane → (S)-9-[3-Hydroxy-2-(phosphonomethoxy)propoxy]adenine

https://huagongshe.com/de/reaction/6274

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktBromotrimethylsilaneHCID 76113—
Edukt(S)-9-[2-(diethoxyphosphorylmethoxy)3-hydroxypropoxy]adenineHCID 54312422—
LösungsmittelDichloromethaneHCID 6344—
Produkt(S)-9-[3-Hydroxy-2-(phosphonomethoxy)propoxy]adenineHCID 5443183778,3%

Reaktionsschritte

To a solution of (S)-9-[2-(diethoxyphosphorylmethoxy)-3-hydroxypropoxy]adenine (0.09 g, 0.24 mmol) in dry dichloromethane (3 ml) was added trimethylsilyl bromide (0.31 ml, 2.4 mmol) and the solution stirred at ambient temperature for 4 hours. The solvent was removed under reduced pressure and the residue co-evaporated with acetone/water 1:1 (x3). Crystallisation of the residue from water/acetone gave the title compound as a white solid (0.06 g, 78%), mp. 93°-198° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05247085
Quelldatensatzuspto-grants-1993_09
ORD IDord-1700e5b3912a4121a6882d243c1ca8a2
Quellennotizuspto-grants-1993_09