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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 635499Erstellt: 24. Oktober 2026

2-Cyanoethyl tetraisopropylphosphorodiamidite → Deoxyadenosine

https://huagongshe.com/de/reaction/635499

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt2-Cyanoethyl tetraisopropylphosphorodiamiditeHCID 128153—
Edukt5'-o-p-Nitrobenzoyl-6-n-phenoxyacetyldeoxyadenosineHCID 15382694—
EduktAcetonitrile methylene chlorideHCID 21877088—
EduktHCID 178458033HCID 178458033—
LösungsmittelDichloromethaneHCID 6344—
ProduktDeoxyadenosineHCID 13730—

Reaktionsschritte

5′-O-p-Nitrobenzoyl-6-N-phenoxyacetyldeoxyadenosine (1 eq) is dried in a dichloromethane/acetonitrile mixture and reacted with 1.2 eq of bisdiisopropylaminocyanoethoxyphosphine and 0.5 eq of diisopropylammonium tetrazolide in anhydrous dichloromethane. After reacting for 2 hours, the reaction mixture is diluted and washed successively with 0.5 M sodium bicarbonate and saturated sodium chloride. The organic phase is evaporated to dryness. After precipitation in hexane, the product is dried under vacuum and stored under argon. This amidite is soluble in acetonitrile, a solvent in which oligonucleotide syntheses are conventionally carried out.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06187914B1
Quelldatensatzuspto-grants-2001_02
ORD IDord-6625e8aedc394629bd66356b7ecbe40a
Quellennotizuspto-grants-2001_02