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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1476267Erstellt: 26. Oktober 2026

Dimethylamine → N-[(1R)-3-(Dimethylamino)-1-(hydroxymethyl)-3-oxopropyl]carbamic acid phenylmethyl ester

https://huagongshe.com/reaction/1476267

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethylamineHCID 674—
Edukt(R)-Benzyl (5-oxotetrahydrofuran-3-yl)carbamateHCID 697924—
LösungsmittelTetrahydrofuranHCID 8028—
ProduktN-[(1R)-3-(Dimethylamino)-1-(hydroxymethyl)-3-oxopropyl]carbamic acid phenylmethyl esterHCID 5918670591,5%

Reaktionsschritte

A solution of (R)-benzyl-5-oxotetrahydrofuran-3-ylcarbamate (INTERMEDIATE 3, 18.4 g, 7.8 mmol) in THF (100 ml) was purged, at room temperature, with gaseous dimethylamine for 5 minutes. After stirring at room temp for 14 hours, the reaction mixture was concentrated to dryness, and purified by column chromatography (silica gel, eluting first with 50% ethyl acetate/hexanes followed by 100% acetone) to give the title product (20 g, yield: 91.5%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09018381B2
Quelldatensatzuspto-grants-2015_04
ORD IDord-7a8fd0679c8047f0be5c37b56c81588d
Quellennotizuspto-grants-2015_04