HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 728664Erstellt: 24. Oktober 2026
Sodium Hydroxide → (+/-)-cis-4-(2-Amino-6-((2-hydroxy-1-(hydroxymethyl)ethyl)amino)-9H-purin-9-yl)-2-cyclopentene-1-methanol
https://huagongshe.com/de/reaction/728664
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Sodium Hydroxide | HCID 14798 | — |
| Edukt | 4-(2-Amino-6-chloro-9H-purin-9-yl)-2-cyclopentene-1-methanol, (1S,4R)- | HCID 451474 | — |
| Edukt | 2-Amino-1,3-propanediol hydrochloride | HCID 2734815 | — |
| Lösungsmittel | Methanol | HCID 887 | — |
| Produkt | (+/-)-cis-4-(2-Amino-6-((2-hydroxy-1-(hydroxymethyl)ethyl)amino)-9H-purin-9-yl)-2-cyclopentene-1-methanol | HCID 67796184 | — |
Reaktionsschritte
A solution of serinol hydrochloride (0.765 g, 6.00 mmol) in methanol (20 mL) was stirred with basic ion exchange resin for 10 minutes. The resin was filtered off and the filtrate concentrated to a colorless oil. To this was added (±)-cis-4-(2-amino-6-chloro-9H-purin-9-yl)-2-cyclopentene-1-methanol (0.544 g, 2.00 mmol) and methanol (10 mL). The resulting solution was stirred in a Parr bomb at 80° C. overnight. 1N NaOH (2 mL) was added and the solvent evaporated. The residue was chromatrographed on silica gel. Title compound eluted with 20% methanol-chloroform; white powder after crystallization from acetonitrile-methanol (0.404 g, 63%), m.p. 160-162° C.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patentnummer | US05049671 |
|---|
| Quelldatensatz | uspto-grants-1991_09 |
|---|
| ORD ID | ord-e235de0dbce9486f8b16ceb6b86aa1a9 |
|---|
| Quellennotiz | uspto-grants-1991_09 |
|---|