HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Benzyl chloroformate → (2S)-2-{[(Benzyloxy)carbonyl]amino}-3-cyanopropanoic acid
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Benzyl chloroformate | HCID 10387 | — |
| Edukt | N,N-Bis(trimethylsilyl)trifluoroacetamide | HCID 65279 | — |
| Edukt | 3-cyano-L-alanine | HCID 439742 | — |
| Lösungsmittel | Acetonitrile | HCID 6342 | — |
| Produkt | (2S)-2-{[(Benzyloxy)carbonyl]amino}-3-cyanopropanoic acid | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US05414017 |
| Quelldatensatz | uspto-grants-1995_05 |
| ORD ID | ord-ee7f8a7636b943b6be7f4ce24c5ab941 |
| Quellennotiz | uspto-grants-1995_05 |