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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 731539Erstellt: 24. Oktober 2026

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

https://huagongshe.com/de/reaction/731539

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethylamineHCID 674—
EduktBenzyl (S)-(-)-tetrahydro-5-oxo-3-furanylcarbamateHCID 697922—
LösungsmittelTetrahydrofuranHCID 8028—
ProduktN-[(1R)-3-(Dimethylamino)-1-(hydroxymethyl)-3-oxopropyl]carbamic acid phenylmethyl esterHCID 5918670599%

Reaktionsschritte

A solution of 3-(S)-((carbobenzyloxy)amino)-γ-butyrolactone (prepared according to the procedure described in McGarvey, G. J.; Williams, J. M.; Hiner, R. N.; Matsubara, Y.; Oh, T. J. Am. Chem. Soc. 1986, 108, 4943-4952, 7.72 g, 32.8 mmol) in THF (100 mL) was saturated with gaseous dimethylamine, stirred at room temperature for 16 hours, and concentrated. The residue was filtered through a plug of silica gel eluting with 50% acetone in hexanes to give the desired product (9.16 g, 99%). MS (CI) m/e 281 (M+H)+.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07585858B2
Quelldatensatzuspto-grants-2009_09
ORD IDord-2987bbac10384ccc87a86bdbf15acfb7
Quellennotizuspto-grants-2009_09