Reaktion #53976

Reaktionsgleichung

benzyloxycarbonyl-L-glutamic acid

1-amino-3,3-diethoxypropane

hydroxybenzotriazole

1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride

N,N-diisopropylethylamine

→

tert-butyl (4S)-4-{[(benzyloxy)carbonyl]amino}-5-[(3,3-diethoxypropyl)amino]-5-oxopentanoate

Ausbeute 100.0%

Lösungsmittel

tetrahydrofuran

Reaktionsbedingungen

Vorschrift

By using an analogous procedure to that described for Reference Example 13, benzyloxycarbonyl-L-glutamic acid □-t-butyl ester (2 g, 5.93 mmol), hydroxybenzotriazole (801 mg, 5.93 mmol), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (1.14 g, 5.93 mmol), 1-amino-3,3-diethoxypropane (830 mg, 5.65 mmol), and N,N-diisopropylethylamine (1.03 mL, 5.93 mmol) were reacted in anhydrous tetrahydrofuran (30 mL) at room temperature for 16 hours, to provide tert-butyl (4S)-4-{[(benzyloxy)carbonyl]amino}-5-[(3,3-diethoxypropyl)amino]-5-oxopentanoate (2.92 g, 100%) as a yellow waxy solid.

Quelle