HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
2-Cyanoethyl tetraisopropylphosphorodiamidite → Deoxyadenosine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 2-Cyanoethyl tetraisopropylphosphorodiamidite | HCID 128153 | — |
| Edukt | 5'-o-p-Nitrobenzoyl-6-n-phenoxyacetyldeoxyadenosine | HCID 15382694 | — |
| Edukt | Acetonitrile methylene chloride | HCID 21877088 | — |
| Edukt | HCID 178458033 | HCID 178458033 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | Deoxyadenosine | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06187914B1 |
| Quelldatensatz | uspto-grants-2001_02 |
| ORD ID | ord-6625e8aedc394629bd66356b7ecbe40a |
| Quellennotiz | uspto-grants-2001_02 |