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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1444789Erstellt: 27. Oktober 2026

Methanol → 8-(3-{[Bis(methylethyl)amino](2-cyanoethoxy)phosphinooxy}propyl)-7-oxophenoxazin-3-yl 2,2-dimethylpropanoate

https://huagongshe.com/reaction/1444789

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethanolHCID 887—
EduktTriethylamineHCID 8471—
Edukt2-Cyanoethyl N,N-diisopropylchlorophosphoramiditeHCID 2734844—
Edukt8-(3-Hydroxypropyl)-7-oxophenoxazin-3-yl 2,2-dimethylpropanoateHCID 22672525—
LösungsmittelDiethyl EtherHCID 3283—
LösungsmittelDichloromethaneHCID 6344—
LösungsmittelHexaneHCID 8058—
Produkt8-(3-{[Bis(methylethyl)amino](2-cyanoethoxy)phosphinooxy}propyl)-7-oxophenoxazin-3-yl 2,2-dimethylpropanoateHCID 22672527—

Reaktionsschritte

36b (0.38 g, 1.1 mmol) was dissolved in 6 mL of anhydrous CH2Cl2. Triethylamine (1.5 mL) was added followed by 2-cyanoethyl diisopropylchlorophosphoramidite (0.29 mL, 1.3 mmol). The solution was kept at room temperature for 30 min, MeOH (0.1 mL) was added and the reaction was concentrated under vacuum. The residue obtained was partitioned between ethyl acetate and NaHCO3. The organic phase was washed with saturated NaCl, dried over Na2SO4 and concentrated to afford the crude amidite. It was dissolved in 2 mL of ether and added dropwise to ˜50 mL of hexane. The resultant orange solid was collected by filtration, washed with hexane and dried. The yield was 0.4 g.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07662942B2
Quelldatensatzuspto-grants-2010_02
ORD IDord-1854324b44c141c4a2332bf0d2991e20
Quellennotizuspto-grants-2010_02