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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 451814Erstellt: 25. Oktober 2026

Ammonia methanol → (S)-tert-butyl 1-amino-3-(tert-butyldimethylsilyloxy)propan-2-ylcarbamate

https://huagongshe.com/reaction/451814

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAmmonia methanolHCID 21705897—
Edukt(S)-tert-butyl 2-(t-butyldimethylsilyloxymethyl)aziridine-1-carboxylateHCID 72525716—
Produkt(S)-tert-butyl 1-amino-3-(tert-butyldimethylsilyloxy)propan-2-ylcarbamateHCID 8663944947%

Reaktionsschritte

A solution of (S)-tert-butyl 2-((tert-butyldimethylsilyloxy)methyl)aziridine-1-carboxylate (5 g, 17.42 mmol) in NH3/MeOH (50 mL) was stirred at 50-60° C. for 48 h. After the reaction was complete, the mixture was concentrated in vacuo. The residue was purified on silica gel chromatography to afford (S)-tert-butyl 1-amino-3-(tert-butyldimethylsilyloxy)propan-2-ylcarbamate (2.5 g, 47%). 1H NMR (CDCl3, 300 MHz) δ 3.67 (m, 3H), 2.88 (d, 2H), 2.71 (s, 3H), 1.44 (s, 9H), 0.88 (s, 9H), 0.0 (s, 6H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08487108B2
Quelldatensatzuspto-grants-2013_07
ORD IDord-0f03dc6efce74bebb63c9946a11f9d57
Quellennotizuspto-grants-2013_07