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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 36537Erstellt: 24. Oktober 2026

Benzyl chloroformate → (2S)-2-{[(Benzyloxy)carbonyl]amino}-3-cyanopropanoic acid

https://huagongshe.com/de/reaction/36537

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktBenzyl chloroformateHCID 10387—
EduktN,N-Bis(trimethylsilyl)trifluoroacetamideHCID 65279—
Edukt3-cyano-L-alanineHCID 439742—
LösungsmittelAcetonitrileHCID 6342—
Produkt(2S)-2-{[(Benzyloxy)carbonyl]amino}-3-cyanopropanoic acidHCID 12771373—

Reaktionsschritte

Bis (trimethylsilyl)trifluoroacetamide (9.4 mL, 35 mmol.) was added to a suspension of (αS)-amino-3-cyanopropanoic acid (2.0 g., 17.5 mmol.) in 10 mL of dry acetonitrile and the reaction mixture was stirred for 3 hours. Benzylchloroformate (2.5 mL, 17.5 mmol) was added, the reaction mixture was stirred overnight, concentrated in vacuo, and dissolved in ethyl acetate (200 mL). The organic solution was washed with water (2×) and brine, dried (Na2SO4), and concentrated in vacuo. Crystallization from isopropyl ether yielded 3.82 g. of the title A product.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05414017
Quelldatensatzuspto-grants-1995_05
ORD IDord-ee7f8a7636b943b6be7f4ce24c5ab941
Quellennotizuspto-grants-1995_05