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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

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium HydroxideHCID 14798—
Edukt4-(2-Amino-6-chloro-9H-purin-9-yl)-2-cyclopentene-1-methanol, (1S,4R)-HCID 451474—
Edukt2-Amino-1,3-propanediol hydrochlorideHCID 2734815—
LösungsmittelMethanolHCID 887—
Produkt(+/-)-cis-4-(2-Amino-6-((2-hydroxy-1-(hydroxymethyl)ethyl)amino)-9H-purin-9-yl)-2-cyclopentene-1-methanolHCID 67796184—

Reaktionsbedingungen

Temperatur80 °C

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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05049671
Quelldatensatzuspto-grants-1991_09
ORD IDord-e235de0dbce9486f8b16ceb6b86aa1a9
Quellennotizuspto-grants-1991_09